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

Base Information

Chemical Name:(6S,7R,8R,8aR)-8-(tert-Butyl-diphenyl-silanyloxy)-6,7-dihydroxy-hexahydro-oxazolo[3,4-a]pyridin-3-one
CAS No.:203253-81-0
Molecular Formula:C₂₃H₂₉NO₅Si
Molecular Weight:427.572
Hs Code.:

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

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

Chemical Property:

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

There total 2 articles about (6S,7R,8R,8aR)-8-(tert-Butyl-diphenyl-silanyloxy)-6,7-dihydroxy-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: 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:

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

: 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:: Multi-step reaction with 2 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

With hydrogen; sodium hydride; palladium on activated charcoal; In water; acetic acid; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1080/07328309808005772

Reference yield:

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

: 14199-63-4,16647-80-6,19130-96-2,84444-90-6,84518-54-7,108147-54-2,117821-07-5,126663-71-6,135246-66-1,135395-59-4,143406-74-0,146747-37-7
1-deoxymannojirimycin

Guidance literature:: Multi-step reaction with 3 steps

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

2: 77 percent / 18-crown-6 / toluene / 22 h / 100 °C

3: 89 percent / 1 M NaOH / ethanol / 1.5 h / 60 - 65 °C

With dmap; sodium hydroxide; 18-crown-6 ether; triethylamine; In ethanol; toluene;
DOI:10.1080/07328309808005772