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

Base Information

Chemical Name:(6S,7R,8R,8aR)-6,7-Bis-benzyloxy-8-(tert-butyl-diphenyl-silanyloxy)-hexahydro-oxazolo[3,4-a]pyridin-3-one
CAS No.:203253-80-9
Molecular Formula:C₃₇H₄₁NO₅Si
Molecular Weight:607.822
Hs Code.:

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

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Chemical Property of (6S,7R,8R,8aR)-6,7-Bis-benzyloxy-8-(tert-butyl-diphenyl-silanyloxy)-hexahydro-oxazolo[3,4-a]pyridin-3-one

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Technology Process of (6S,7R,8R,8aR)-6,7-Bis-benzyloxy-8-(tert-butyl-diphenyl-silanyloxy)-hexahydro-oxazolo[3,4-a]pyridin-3-one

There total 1 articles about (6S,7R,8R,8aR)-6,7-Bis-benzyloxy-8-(tert-butyl-diphenyl-silanyloxy)-hexahydro-oxazolo[3,4-a]pyridin-3-one 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: 68.0%

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

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

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.0833333h;
DOI:10.1080/07328309808005772

Reference yield: 85.0%

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

: 203253-81-0
(6S,7R,8R,8aR)-8-(tert-Butyl-diphenyl-silanyloxy)-6,7-dihydroxy-hexahydro-oxazolo[3,4-a]pyridin-3-one

Guidance literature:: With hydrogen; palladium on activated charcoal; In water; acetic acid; ethyl acetate; for 72h; Ambient temperature;
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