Acetic acid (6R,7R,8R,8aR)-6-acetoxy-8-(tert-butyl-diphenyl-silanyloxy)-3-oxo-hexahydro-oxazolo[3,4-a]pyridin-7-yl ester

Base Information

Chemical Name:Acetic acid (6R,7R,8R,8aR)-6-acetoxy-8-(tert-butyl-diphenyl-silanyloxy)-3-oxo-hexahydro-oxazolo[3,4-a]pyridin-7-yl ester
CAS No.:203253-83-2
Molecular Formula:C₂₇H₃₃NO₇Si
Molecular Weight:511.647
Hs Code.:

Synonyms:Acetic acid (6R,7R,8R,8aR)-6-acetoxy-8-(tert-butyl-diphenyl-silanyloxy)-3-oxo-hexahydro-oxazolo[3,4-a]pyridin-7-yl ester

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Chemical Property of Acetic acid (6R,7R,8R,8aR)-6-acetoxy-8-(tert-butyl-diphenyl-silanyloxy)-3-oxo-hexahydro-oxazolo[3,4-a]pyridin-7-yl ester

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Technology Process of Acetic acid (6R,7R,8R,8aR)-6-acetoxy-8-(tert-butyl-diphenyl-silanyloxy)-3-oxo-hexahydro-oxazolo[3,4-a]pyridin-7-yl ester

There total 4 articles about Acetic acid (6R,7R,8R,8aR)-6-acetoxy-8-(tert-butyl-diphenyl-silanyloxy)-3-oxo-hexahydro-oxazolo[3,4-a]pyridin-7-yl ester 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: 77.0%

: 3396-11-0
cesium acetate

: 203253-82-1
Acetic acid (6S,7S,8R,8aR)-8-(tert-butyl-diphenyl-silanyloxy)-3-oxo-6-(toluene-4-sulfonyloxy)-hexahydro-oxazolo[3,4-a]pyridin-7-yl ester

: 203253-83-2
Acetic acid (6R,7R,8R,8aR)-6-acetoxy-8-(tert-butyl-diphenyl-silanyloxy)-3-oxo-hexahydro-oxazolo[3,4-a]pyridin-7-yl ester

Guidance literature:: With 18-crown-6 ether; In toluene; at 100 ℃; for 22h;
DOI:10.1080/07328309808005772

Reference yield:

: 161045-53-0
N-benzyloxycarbonyl-2,3-di-O-benzyl-6-O-tert-butyldiphenylsilyl-1,5-dideoxy-1,5-imino-D-gulcitol

: 203253-83-2
Acetic acid (6R,7R,8R,8aR)-6-acetoxy-8-(tert-butyl-diphenyl-silanyloxy)-3-oxo-hexahydro-oxazolo[3,4-a]pyridin-7-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 68 percent / NaH / dimethylformamide / 0.08 h / 0 °C

2: 85 percent / H₂ / 10percent Pd-C / ethyl acetate; H₂O; acetic acid / 72 h / Ambient temperature

3: 1.) DMAP, Et₃N / 1.) CH₂Cl₂, room temperature, 4 h, 2.) 0.5 h

4: 77 percent / 18-crown-6 / toluene / 22 h / 100 °C

With dmap; 18-crown-6 ether; hydrogen; sodium hydride; triethylamine; palladium on activated charcoal; In water; acetic acid; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1080/07328309808005772

Reference yield:

: 203253-80-9
(6S,7R,8R,8aR)-6,7-Bis-benzyloxy-8-(tert-butyl-diphenyl-silanyloxy)-hexahydro-oxazolo[3,4-a]pyridin-3-one

: 203253-83-2
Acetic acid (6R,7R,8R,8aR)-6-acetoxy-8-(tert-butyl-diphenyl-silanyloxy)-3-oxo-hexahydro-oxazolo[3,4-a]pyridin-7-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / H₂ / 10percent Pd-C / ethyl acetate; H₂O; acetic acid / 72 h / Ambient temperature

2: 1.) DMAP, Et₃N / 1.) CH₂Cl₂, room temperature, 4 h, 2.) 0.5 h

3: 77 percent / 18-crown-6 / toluene / 22 h / 100 °C

With dmap; 18-crown-6 ether; hydrogen; triethylamine; palladium on activated charcoal; In water; acetic acid; ethyl acetate; toluene;
DOI:10.1080/07328309808005772