5H-Oxazolo[3,2-a]pyridine-5-carbonitrile, 8-[[(1,1-dimethylethyl)diphenylsilyl]oxy]hexahydro-3-phenyl-5-[3-(phenyl methoxy)propyl]-, (3R,8R)-

Base Information

Chemical Name:5H-Oxazolo[3,2-a]pyridine-5-carbonitrile, 8-[[(1,1-dimethylethyl)diphenylsilyl]oxy]hexahydro-3-phenyl-5-[3-(phenyl methoxy)propyl]-, (3R,8R)-
CAS No.:600143-36-0
Molecular Formula:C40H46N2O3Si
Molecular Weight:630.902
Hs Code.:

5H-Oxazolo[3,2-a]pyridine-5-carbonitrile,
8-[[(1,1-dimethylethyl)diphenylsilyl]oxy]hexahydro-3-phenyl-5-[3-(phenyl
methoxy)propyl]-, (3R,8R)-

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 5H-Oxazolo[3,2-a]pyridine-5-carbonitrile, 8-[[(1,1-dimethylethyl)diphenylsilyl]oxy]hexahydro-3-phenyl-5-[3-(phenyl methoxy)propyl]-, (3R,8R)-

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Technology Process of 5H-Oxazolo[3,2-a]pyridine-5-carbonitrile, 8-[[(1,1-dimethylethyl)diphenylsilyl]oxy]hexahydro-3-phenyl-5-[3-(phenyl methoxy)propyl]-, (3R,8R)-

There total 1 articles about 5H-Oxazolo[3,2-a]pyridine-5-carbonitrile, 8-[[(1,1-dimethylethyl)diphenylsilyl]oxy]hexahydro-3-phenyl-5-[3-(phenyl methoxy)propyl]-, (3R,8R)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

: 151-50-8
potassium cyanide

: 600143-35-9
[2R,4R,2(1R)]-2-(7-benzyloxy-1-tert-butyldiphenylsilyloxy-4-oxoheptyl)-3-tert-butoxycarbonyl-4-phenyl-1,3-oxazolidine

: 600143-36-0
(3R,8R,9RS)-5-(benzyloxypropyl)-8-tert-butyldimethylsilyloxy-3-phenyloxazolo[3,2-a]piperidine-5-carbonitrile

Guidance literature:: [2R,4R,2(1R)]-2-(7-benzyloxy-1-tert-butyldiphenylsilyloxy-4-oxoheptyl)-3-tert-butoxycarbonyl-4-phenyl-1,3-oxazolidine; With trifluoroacetic acid; In 1,2-dichloro-ethane; at 20 ℃; for 3h;

potassium cyanide; In water; 1,2-dichloro-ethane; for 0.666667h;
DOI:10.1002/ejoc.200300057

Reference yield: 85.0%

: 600143-36-0
(3R,8R,9RS)-5-(benzyloxypropyl)-8-tert-butyldimethylsilyloxy-3-phenyloxazolo[3,2-a]piperidine-5-carbonitrile

: 600143-37-1
(3R,5R,8R,9RS)-5-(benzyloxypropyl)-8-tert-butyldimethylsilyloxy-3-phenyloxazolo[3,2-a]piperidine

Guidance literature:: (3R,8R,9RS)-5-(benzyloxypropyl)-8-tert-butyldimethylsilyloxy-3-phenyloxazolo[3,2-a]piperidine-5-carbonitrile; With silver tetrafluoroborate; In tetrahydrofuran; at 20 ℃; for 0.25h;

With zinc borohydride; In tetrahydrofuran; diethyl ether; at -78 ℃; for 1.5h;
DOI:10.1002/ejoc.200300057

Reference yield:

: 600143-36-0
(3R,8R,9RS)-5-(benzyloxypropyl)-8-tert-butyldimethylsilyloxy-3-phenyloxazolo[3,2-a]piperidine-5-carbonitrile

: 600143-43-9
(3R,4S,6R,10R)-6-ethynyl-3-tert-butyldimethylsilyloxy-4-methyl-octahydroquinolizidine

Guidance literature:: Multi-step reaction with 8 steps

1.1: silver tetrafluoroborate / tetrahydrofuran / 0.25 h / 20 °C

1.2: 85 percent / zinc borohydride / tetrahydrofuran; diethyl ether / 1.5 h / -78 °C

2.1: 89 percent / diethyl ether; tetrahydrofuran / 48 h / 20 °C

3.1: 100 percent / H₂ / Pd(OH)2/C / ethanol / 96 h

4.1: 93 percent / potassium carbonate / acetonitrile / 12 h / Heating

5.1: thionyl chloride / CH₂Cl₂ / 1.5 h / Heating

6.1: 216 mg / LiHMDS / tetrahydrofuran / -78 °C

7.1: 100 percent / tetrahydrofuran / 20 °C

8.1: 100 percent / potassium carbonate / 2 h / pH 11

With silver tetrafluoroborate; thionyl chloride; hydrogen; potassium carbonate; lithium hexamethyldisilazane; palladium dihydroxide; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; acetonitrile;
DOI:10.1002/ejoc.200300057