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Showing posts with label 6R)-9-Oxa-3-azabicyclo[4.2.1]nonane. Show all posts
Showing posts with label 6R)-9-Oxa-3-azabicyclo[4.2.1]nonane. Show all posts

Thursday, 14 July 2016

(1S,6R)-9-Oxa-3-azabicyclo[4.2.1]nonane


STR1                    STR1   9-Oxa-3-azabicyclo[4.2.1]nonane.png

9-Oxa-3-azabicyclo[4.2.1]nonane

9-Oxa-3-azabicyclo[4.2.1]nonane;  CAS 69928-94-5;
Molecular Formula:C7H13NO
Molecular Weight:127.18422 g/mol
Figure
(1R,3r,5S)-2′-((S)-1-Phenylethyl)-8-oxaspiro[bicyclo[3.2.1]octane-3,3′-[1,2]oxaziridine] (13)
(13) as a light orange oil. 1H NMR (300 MHz, CDCl3) δ 7.48–7.40 (m, 2H), 7.39–7.27 (m, 3H), 4.44–4.35 (m, 1H), 4.33–4.24 (m, 1H), 3.48 (q, J = 6.3 Hz, 1H), 2.33 (ddd, J = 12.9, 4.5, 3.5 Hz, 2H), 1.89 (d, J = 14.8 Hz, 1H), 1.71–1.60 (m, 1H), 1.55 (t, J = 4.2 Hz, 3H), 1.54–1.47 (m, 1H), 1.42–1.29 (m, 2H), 0.32 (ddd, J = 11.1, 6.9, 3.4 Hz, 1H) ppm. 13C NMR (75 MHz, CDCl3) δ 141.0, 128.8, 128.1, 127.1, 82.0, 73.9, 73.3, 63.3, 43.0, 27.7, 27.6, 24.4 ppm.
(1S,6R)-3-((S)-1-Phenylethyl)-9-oxa-3-azabicyclo[4.2.1]nonan-4-one (14)
1H NMR (300 MHz, CDCl3) δ 7.29 (dddd, J = 15.5, 7.3, 5.0, 1.2 Hz, 5H), 6.18–6.04 (m, 1H), 4.38 (tt, J = 9.0, 7.7 Hz, 2H), 3.14 (d, J = 15.7 Hz, 1H), 2.92–2.75 (m, 3H), 2.11–1.82 (m, 4H), 1.50 (d, J= 7.1 Hz, 3H) ppm. 13C NMR (75 MHz, CDCl3) δ 173.59, 140.25, 128.53, 127.37, 127.21, 75.61, 72.25, 51.03, 50.50, 50.44, 47.88, 28.75, 26.44, 16.01 ppm. [α]21.8D = 160.2° (c = 1, 100 mg/10 mL of MeOH).
(1S,6R)-3-((S)-1-Phenylethyl)-9-oxa-3-azabicyclo[4.2.1]nonane (15)
15 as a colorless oil. 1H NMR (300 MHz, CDCl3) δ 7.44–7.24 (m, 5H), 4.45 (t, J = 8.4 Hz, 1H), 4.38–4.28 (m, 1H), 3.85–3.74 (m, 1H), 2.77 (ddd, J = 19.5, 8.8, 4.1 Hz, 1H), 2.58 (dd, J = 10.6, 3.4 Hz, 2H), 2.43–2.28 (m, 1H), 2.23–2.06 (m, 1H), 2.02–1.84 (m, 4H), 1.44–1.29 (m, 4H) ppm. [α]19.2D = 25.683 (c = 0.989, 98.9 mg in 10 mL of MeOH).
(1S,6R)-9-Oxa-3-azabicyclo[4.2.1]nonane 11 as a white solid. 1H NMR (300 MHz, CDCl3) δ 9.88 (s, 1H), 9.34 (s, 1H), 4.71–4.31 (m, 2H), 3.56–2.88 (m, 4H), 2.49–1.70 (m, 6H) ppm.
ESI-MS found 128.0 (M + 1 +. [α]22.0D = −10.88 (c = 0.92, 92 mg in 10 mL of MeOH).
OLD SYNTHESIS


Figure
1H NMR predict
(1S,6R)-9-Oxa-3-azabicyclo[4.2.1]nonane

STR1
STR1
EXPT  1H NMR (300 MHz, CDCl3) δ 9.88 (s, 1H), 9.34 (s, 1H), 4.71–4.31 (m, 2H), 3.56–2.88 (m, 4H), 2.49–1.70 (m, 6H) ppm.


13C NMR PREDICT
STR1
REFERENCES
http://pubs.acs.org/doi/full/10.1021/acs.oprd.6b00213
//////////////////Chiral Bicyclic Lactam
C1CC2CCNCC1O2

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(1S,6R)-9-Oxa-3-azabicyclo[4.2.1]nonane


STR1                    STR1   9-Oxa-3-azabicyclo[4.2.1]nonane.png

9-Oxa-3-azabicyclo[4.2.1]nonane

9-Oxa-3-azabicyclo[4.2.1]nonane;  CAS 69928-94-5;
Molecular Formula:C7H13NO
Molecular Weight:127.18422 g/mol
Figure
(1R,3r,5S)-2′-((S)-1-Phenylethyl)-8-oxaspiro[bicyclo[3.2.1]octane-3,3′-[1,2]oxaziridine] (13)
(13) as a light orange oil. 1H NMR (300 MHz, CDCl3) δ 7.48–7.40 (m, 2H), 7.39–7.27 (m, 3H), 4.44–4.35 (m, 1H), 4.33–4.24 (m, 1H), 3.48 (q, J = 6.3 Hz, 1H), 2.33 (ddd, J = 12.9, 4.5, 3.5 Hz, 2H), 1.89 (d, J = 14.8 Hz, 1H), 1.71–1.60 (m, 1H), 1.55 (t, J = 4.2 Hz, 3H), 1.54–1.47 (m, 1H), 1.42–1.29 (m, 2H), 0.32 (ddd, J = 11.1, 6.9, 3.4 Hz, 1H) ppm. 13C NMR (75 MHz, CDCl3) δ 141.0, 128.8, 128.1, 127.1, 82.0, 73.9, 73.3, 63.3, 43.0, 27.7, 27.6, 24.4 ppm.
(1S,6R)-3-((S)-1-Phenylethyl)-9-oxa-3-azabicyclo[4.2.1]nonan-4-one (14)
1H NMR (300 MHz, CDCl3) δ 7.29 (dddd, J = 15.5, 7.3, 5.0, 1.2 Hz, 5H), 6.18–6.04 (m, 1H), 4.38 (tt, J = 9.0, 7.7 Hz, 2H), 3.14 (d, J = 15.7 Hz, 1H), 2.92–2.75 (m, 3H), 2.11–1.82 (m, 4H), 1.50 (d, J= 7.1 Hz, 3H) ppm. 13C NMR (75 MHz, CDCl3) δ 173.59, 140.25, 128.53, 127.37, 127.21, 75.61, 72.25, 51.03, 50.50, 50.44, 47.88, 28.75, 26.44, 16.01 ppm. [α]21.8D = 160.2° (c = 1, 100 mg/10 mL of MeOH).
(1S,6R)-3-((S)-1-Phenylethyl)-9-oxa-3-azabicyclo[4.2.1]nonane (15)
15 as a colorless oil. 1H NMR (300 MHz, CDCl3) δ 7.44–7.24 (m, 5H), 4.45 (t, J = 8.4 Hz, 1H), 4.38–4.28 (m, 1H), 3.85–3.74 (m, 1H), 2.77 (ddd, J = 19.5, 8.8, 4.1 Hz, 1H), 2.58 (dd, J = 10.6, 3.4 Hz, 2H), 2.43–2.28 (m, 1H), 2.23–2.06 (m, 1H), 2.02–1.84 (m, 4H), 1.44–1.29 (m, 4H) ppm. [α]19.2D = 25.683 (c = 0.989, 98.9 mg in 10 mL of MeOH).
(1S,6R)-9-Oxa-3-azabicyclo[4.2.1]nonane 11 as a white solid. 1H NMR (300 MHz, CDCl3) δ 9.88 (s, 1H), 9.34 (s, 1H), 4.71–4.31 (m, 2H), 3.56–2.88 (m, 4H), 2.49–1.70 (m, 6H) ppm.
ESI-MS found 128.0 (M + 1 +. [α]22.0D = −10.88 (c = 0.92, 92 mg in 10 mL of MeOH).
OLD SYNTHESIS


Figure
1H NMR predict
(1S,6R)-9-Oxa-3-azabicyclo[4.2.1]nonane

STR1
STR1
EXPT  1H NMR (300 MHz, CDCl3) δ 9.88 (s, 1H), 9.34 (s, 1H), 4.71–4.31 (m, 2H), 3.56–2.88 (m, 4H), 2.49–1.70 (m, 6H) ppm.


13C NMR PREDICT
STR1

REFERENCES
http://pubs.acs.org/doi/full/10.1021/acs.oprd.6b00213

//////////////////Chiral Bicyclic Lactam
C1CC2CCNCC1O2


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3rd Highest peak of Karoonjhar about 1061 ft Altitude.. Latitude and Longitude on Globe is 24.20.54.42N 70.43.05.87E

Latitude and Longitude on Globe is 24.20.54.42N 70.43.05.87E

2nd Highest peak of Karoonjhar about 1067 ft Altitude.. Latitude and Longitude on Globe is 24.19.45.20N 70.43.19.69E

2nd Highest peak of Karoonjhar about 1067 ft Altitude.. Latitude and Longitude on Globe is 24.19.45.20N 70.43.19.69E


Highest peak of Karoonjhar about 1077 ft Altitude.. Latitude and Longitude on Globe is 24.20.12.38N 70.45.43.90E

Highest peak of Karoonjhar 


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Main gate of Mir Mehboob Ali Talpur (MPA) Mir Landhi Sindh


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Main outer entrance of Mir Landhi village for residential area


























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