NMR, 3-[3-(benzoylamino)-4-hydroxylphenyl] propanoic acid

http://www.google.com/patents/WO2008022462A1?cl=en

1 H-NMR Spectrum of Compound 35…………3-[3-(benzoylamino)-4-hydroxylphenyl] propanoic acid
¹H-NMR (Acetone-D₆) δ: 2.60 (t, 2H, J = 7.4, H- 3), 2.84 (t, 2H, J = 7.9, H-2), 6.89 (d, IH, J = 8.2, H-8), 7.00 (dd, IH, J = 2.1 , 8.25, H- 9), 7.57 (m, 4H, H-5, H-4′, H-5′, H-6¹), 8.05 (d, 2H, J = 8.2, H-3′, H-7′), 9.07 (broad s, IH, NH), 9.54 (broad s, IH, OH), 10.58 (broad s, IH, CO₂H).

¹³C-NMR Spectrum of Compound 35
¹³C-NMR (Acetone- D₆) δ: 30.87 (C- 3), 36.21 (C- 2), 118.69 (C- 8), 123.31 (C-5), 123.41 (C- 6), 126.88 (C- 9), 127.37 (C- 4), 128.54 (C-4¹, C-6¹), 129.61 (C-3¹, C-7′), 132.99 (C-5¹), 134.99 (C-2¹), 148.03 (C-7), 167.34 (C-I¹), 173.94 (C-I ).

¹³C-NMR Spectrum of Compound 35

COSY-NMR Spectrum of Compound 35

COSY-NMR Spectrum of Compound 35

HETCOR-NMR Spectrum of Compound 35

3-[3-(benzoylamino)-4-hydroxylphenyl] propanoic acid 35:

To a solution of 32 (222 mg, 1.06 mmol, leq.) dissolved in THF (20 mL) was added the catalyst 10 % palladium-on-charcoal (15 % by mass, 33 mg). The resulting mixture was then placed on a hydrogenator, flushed (5 times) with hydrogen and left to agitate under pressure (36 psi.) overnight (12 hrs) while recharging hydrogen pressure twice (36 psi.) until hydrogen up-take by reaction mixture stopped (pressure did not decrease for 1-2 hrs.). The reaction mixture was vacuum filtered through Celite ‘ rinsing with THF. To the filtered solution containing 33 was directly added BzCl (154 mg, 1.1 mmol, 1 eq.) and left to stir at room temperature for 30 min. Then 10 % HCl (25 mL) was added and stirring continued an additional 5 min. followed by extraction with CIT₂Cl₂ (2 x 35 mL). The organic fractions were combined, dried (MgSO₄), and evaporated off solvent. The resulting mixture was re-crystallized with Hexane/ Acetone to afford an off white solid (250 mg) with an 83 % yield from compound 32. Molecular Formula – C₁₆Hi₅NO₄. Formula Weight – 285.295 g mole^“1.
FT-IR (KBR disk) cm^{” 1} : 3201 (NH, OH), 1692 (CO₂H), 1636 (NHAc).
¹H-NMR (Acetone-D₆) δ: 2.60 (t, 2H, J = 7.4, H- 3), 2.84 (t, 2H, J = 7.9, H-2), 6.89 (d, IH, J = 8.2, H-8), 7.00 (dd, IH, J = 2.1 , 8.25, H- 9), 7.57 (m, 4H, H-5, H-4′, H-5′, H-6¹), 8.05 (d, 2H, J = 8.2, H-3′, H-7′), 9.07 (broad s, IH, NH), 9.54 (broad s, IH, OH), 10.58 (broad s, IH, CO₂H).
¹³C-NMR (Acetone- D₆) δ: 30.87 (C- 3), 36.21 (C- 2), 118.69 (C- 8), 123.31 (C-5), 123.41 (C- 6), 126.88 (C- 9), 127.37 (C- 4), 128.54 (C-4¹, C-6¹), 129.61 (C-3¹, C-7′), 132.99 (C-5¹), 134.99 (C-2¹), 148.03 (C-7), 167.34 (C-I¹), 173.94 (C-I ).
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¹H-NMR Spectrum of Compound (+/-V36

13 C-NMR Spectrum of Compound (+/-V36

N-(l-oxaspiro[4.5]deca-6,9-dien-2,8-dion-7-yl)acetamide (+/-)-36: To a solution of 34 (122 mg, .547 mmol, 1 eq.) dissolved in acetone (10 mL, 0 ⁰C) was added PIFA (306 mg, .71 1 mmol, 1.3 eq.) in one portion and stirred for 20-25 minutes (confirmed by tic: [1 : 1] EtOAc/Hexane). The reaction mixture was diluted with ethyl acetate (15 mL), washed with cold water (10 mL), dried organic fraction (MgSO₄) and evaporated off solvent to afford a Tan solid. The crude product was purified by re-dissolving with CHCI₃, filtering of the solution through Celite ^®, evaporating off the solvent and placing it under vacuum overnight to afford an off white solid (120 mg, 98 % yield). Molecular Formula – C_{1 1}Hi iNO₄. Formula Weight – 221.209 g mole^“1. FT-IR (KBR disk) cm^“1: 3333 (NH), 1777 (lactone), 1668 (amide), 1650 (ketone), 1620 (α, β-conjugation to ketone). ¹H-NMR (CDCl₃) δ: 2.17 (s, 3H, H-2′), 2.44 (m, 2H, H-4), 2.81 (m, 2H, H-3), 6.35 (d, IH, J = 10.0, H-9), 6.94 (dd, IH, J = 3.1, 10.0, H- 10), 7.75 (d, IFI, J = 3.1, H-6), 7.99 (broad s, IH, NH). ¹³C-NMR (CDCl₃) δ: 24.86 (C- 2′), 28.36 (C- 4), 32.91 (C- 3), 79.76 (C-5), 124.30 (C- 6), 127.12 (C- 9), 131.55 (C- 7), 148.37 (C-10), 169.51 (C-I’), 175.46 (C-2), 179.40 (C- 8).

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¹H-NMR Spectrum of Compound 32

(2E)-3-(4-hydroxyl-3-nitrophenyl) acrylic acid 32: To a solution of 4- hydroxyl-3-nitrobenzaldehyde (1.073 g, 6.43 mmol, 1 eq.) dissolved in pyridine (25 mL) was added piperidine (25 drops) and the resulting mixture was stirred (4-5 min.). Malonic acid (1.671 g, 16.1 mmol, 2.5 eq.) was then added in one portion and the resulting mixture was warmed (60-63 ⁰C) and stirred overnight (12-14 hrs, confirmed by tic: EtOAc, mini work up, 10 % HCl and EtOAc). The reaction was cooled and acidified (50 % HCl) until yellow precipitate formed (pH~2). This yellow precipitate was extracted with ethyl acetate (2 x 150 niL). The organic fractions were combined and washed with brine (150 mL), dried (MgSO₄), and the solvent was evaporated to afford a yellow solid. Removed excess solvent by vacuum and used without further purification (1.250 g, 93 % yield). Molecular Formula – CgH₇NO₅. Formula Weight – 209.156 g mole^“1. FT-IR (KBR disk) cm^“1: 2942 (OH), 1684 (CO₂H), 1626 (C=C), 1533,1270 (NO₂). ¹FI-NMR (Acetone-D₆) δ: 2.87 (broad s, IH, OH), 6.58 (d, IH, J= 16.0, H-2), 7.27 (d, IH, J= 8.8, H-8), 7.70 (d, IH, J= 16.4, H-3), 8.08 (d, IH, J= 2.2, 8.5, H-9), 8.40 (d, IFI, J = 2.2, FI-5), 10.67 (broad s, I H, CO₂FI). The¹³C-NMR of this compound agrees with the previously published data.⁵²



Con Dao Island, Vietnam

Con Dao Island, Vietnam

This 16-island archipelago is a “pocket of paradise,” says Robert Reid, a travel editor at Lonely Planet.

Getting there: Take a 45-minute flight from Ho Chi Minh City.

What to do: The diving is among the best in Vietnam. Take scuba lessons as a couple or discover the nearby secluded beaches of Bai Dat Doc and Dam Trau.

Where to stay: Six Senses resort offers luxury villas on the East Vietnam Sea. The resort has an in-house spa offering traditional Vietnamese healing practices; it also boasts outdoor treatment rooms and a yoga and meditation pavilion. Inquire for rates.

Con Dao travel guide – Wikitravel

wikitravel.org/en/Con_Dao

Con Dao is an island off the southern coast of Vietnam. … The Con Dao Islands separated from the mainland about 15,000 years ago. This has resulted in the …

‎Understand - ‎Get in - ‎Get around - ‎See

.

airport

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ML404 (KSC-392-065)

ML404

¹H NMR Spectrum (400 MHz, Acetone-d₆) of the Probe CID72199308, KSC-392-065

¹³C NMR (101 MHz, Acetone-d₆) δ 172.82, 160.59, 159.11, 158.03, 151.30, 137.76, 132.82, 132.07, 131.58, 130.67, 128.96, 126.42, 124.48, 119.08, 118.30, 113.52, 100.39, 17.49.

 HRMS calcd for (C₁₇H₁₃ClN₂O₃ −[H])^–: 327.0542, found: 327.0538.


 


 ML404(KSC-392-065)

 N-(5-chloro-2-methylphenyl)-5-(3-hydroxyphenyl)isoxazole-3-carboxamide (55 mg, 0.167 mmol, 43 % yield) as a white solid.  



¹H NMR (400 MHz, Acetone-d₆) δ 9.19 (s, 1H), 7.95 (d, J = 2.3 Hz, 1H), 7.50–7.37 (m, 3H), 7.32 (d, J = 8.2 Hz, 1H), 7.23 (s, 1H), 7.19 (dd, J = 8.2, 2.3 Hz, 1H), 7.03 (ddd, J = 7.9, 2.4, 1.2 Hz, 1H), 2.38 (s, 3H).  



¹³C NMR (101 MHz, Acetone-d₆) δ 172.82, 160.59, 159.11, 158.03, 137.76, 132.82, 132.07, 131.58, 130.67, 128.96, 126.42, 124.48, 119.08, 118.30, 113.52, 100.39, 17.49.


HRMS (ESI^–) m/z calcd for (C17H13ClN2O3 −[H])^–: 327.0542, found: 327.0538.


UPLC purity at 214 nm is 99%.

 

Best street food cities in Asia

Asia is famous for its impossibly delicious street food, but which cities should be on your culinary bucket list? From must-eat dishes to iconic night markets, here is Skyscanner’s guide to Asia’s best street food cities. Hungry yet?

1. Hanoi, Vietnam

Hanoi’s Old Quarter is a foodie paradise, with hundreds of colourful stalls overflowing into a maze of streets. As you eat your way through this vibrant neighbourhood, here are some delicacies to look out for. Tucking into a steaming bowl of beef or chicken pho is a quintessential Hanoi experience; but the real hero of street food isbun cha, a heavenly dish of barbecued pork served with rice noodles and fragrant fish sauce. Another decadent snack is nem cua be – crispy spring rolls stuffed with delicious crabmeat. After feasting like a king, don’t forget to indulge in Hanoi’s most exquisite treat: iced coffee with sweetened condensed milk, also known as ca phe sua da.
 
Read more: 7 ideas for the 7 Singapore long weekends this 2015

Eating on the sidewalk is a Hanoi tradition. Photo credit: Paul Galow / Flickr

Photo credit: Paul Galow

2. Bangkok, Thailand

Bangkok is famous for its dizzying array of delectable street food, so where do you even start? If you’re a newbie, head to Sukhumvit Soi 38, a bustling road that offers the perfect introduction to Bangkok’s eclectic food scene. You can’t go wrong with pad see ew, a sinfully tasty dish of stir-fried noodles, dark soy sauce, and scrambled egg; or how about snacking on grilled pork skewers marinated in coconut milk (moo ping)?
For dessert, gorge on banana fritters, luscious mangosteens, or the ubiquitous mango sticky rice. Avid eaters should continue their food adventures at Yaowarat (Bangkok’s Chinatown), Banglamphu and Wang Lang Market. Warning: you might never leave.
 
Read more: Rediscover Bangkok in Instagram pictures

Dive into Bangkok's foodie paradise! Photo credit: Austronesian Expeditions / Flickr

Photo credit: Austronesian Expeditions

3. Penang, Malaysia

Penang is a melting pot of Chinese, Malay and Indian cultures, so it’s no wonder that it boasts some of the world’s best street food. Although you’re guaranteed to eat well in virtually every corner of Penang, the charming city of George Town is your gateway to hawker heaven. Don’t miss the iconic assam laksa, a tangy fish-based soup infused with tamarind and chilli, or the salty-sweet perfection of rojak. Other swoon-worthy dishes include curry noodles, roti canai, and Penang’s unbeatable version of char kway teow.
Overwhelmed by all this culinary goodness? Hop on one of George Town’s many street food tours for the ultimate sensory feast.
 
Read more: 6 best family hotels in Penang

Don't leave Penang without trying assam laksa! Photo credit: Daniel Chong Kah Fui / Flickr

4. Taipei, Taiwan

Exploring Taipei’s legendary night markets is like diving into a sea of rich flavours. From savoury oyster omelettes to grilled squid skewers, the street food scene is out of this world. Treat your taste buds to scrumptious pork belly buns (gua bao), or an epic bowl of braised beef noodles. And now for the real challenge: are you brave enough to try stinky tofu? If that potent snack is too much to handle, you can opt for another quirky Taiwanese specialty: deep-fried milk on a stick!
For a truly authentic experience, head to Raohe, Ningxia or Shilin night markets. Is there anything better than noshing on gloriously cheap food until the wee hours of morning?
 
Read more: 9 best things to do in Taipei

It's skewers galore at Taipei's night markets! Photo credit: Aaron Shumaker / Flickr

Photo credit: Aaron Shumaker

5. Fukuoka, Japan

Fukuoka should be on every serious foodie’s list, if only for its famously divine tonkotsu ramen. When you try this mouth-watering combination of silky noodles and creamy pork-based broth, you just might shed tears of joy. Fukuoka is known for its myriad of lively open-air food stalls that only open at dusk. These yatai act as pop-up restaurants, serving delicious fare like yakitori and tempura, along with generous doses of sake.
Although you’re likely to bump into a yatai at every turn, the best ones can be found in the districts of Tenjin and Nakasu. Don’t leave Fukuoka without tasting iwashi mentaiko – grilled Japanese sardines stuffed with spicy pollock roe. This is street food at its best.
 
Read more: 7 must-try cocktail bars in Asia Pacific

Experience Fukuoka's unique food stalls. Photo credit: drufisher / Flickr

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