(2S,4R)-2-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-3,3-dimethyl-5-oxo-hexanal

Base Information

• Chemical Name: (2S,4R)-2-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-3,3-dimethyl-5-oxo-hexanal
• CAS No.: 137776-40-0
• Molecular Formula: C₂₁H₃₄O₄Si
• Molecular Weight: 378.584

Synonyms:(2S,4R)-2-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-3,3-dimethyl-5-oxo-hexanal

Chemical Property of (2S,4R)-2-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-3,3-dimethyl-5-oxo-hexanal

Chemical Property:

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Technology Process of (2S,4R)-2-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-3,3-dimethyl-5-oxo-hexanal

There total 2 articles about (2S,4R)-2-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-3,3-dimethyl-5-oxo-hexanal 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:

(3R,5S)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-5-[1,3]dithian-2-yl-4,4-dimethyl-pentan-2-one → (2S,4R)-2-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-3,3-dimethyl-5-oxo-hexanal (137776-40-0)

Guidance literature:

With N-chloro-succinimide; silver nitrate;

DOI:10.1016/S0040-4039(00)93437-3

Reference yield:

[(R)-1-((S)-2-Benzyloxy-2-[1,3]dithian-2-yl-1,1-dimethyl-ethyl)-2-ethoxy-allyloxy]-tert-butyl-dimethyl-silane (130838-75-4,130838-79-8) → (2S,4R)-2-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-3,3-dimethyl-5-oxo-hexanal (137776-40-0)

Guidance literature:

Multi-step reaction with 2 steps

1: CF₃COOH

2: NCS, AgNO₃

With N-chloro-succinimide; silver nitrate; trifluoroacetic acid;

DOI:10.1016/S0040-4039(00)93437-3

Reference yield: 89.0%

(2S,4R)-2-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-3,3-dimethyl-5-oxo-hexanal (137776-40-0) → (3R,5S,6R)-3-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-4,4,6-trimethyl-tetrahydro-pyran-2-one (137776-42-2,137776-44-4,137776-57-9,138760-01-7)

Guidance literature:

With SmI₂OBu^t; In tetrahydrofuran; Ambient temperature;

DOI:10.1016/S0040-4039(00)93437-3

upstream raw materials:

[(R)-1-((S)-2-Benzyloxy-2-[1,3]dithian-2-yl-1,1-dimethyl-ethyl)-2-ethoxy-allyloxy]-tert-butyl-dimethyl-silane

Downstream raw materials:

(1S,2S,3R,5S)-3-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-1,4,4-trimethyl-cyclopentane-1,2-diol

(3R,5S,6R)-3-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-4,4,6-trimethyl-tetrahydro-pyran-2-one

(S)-2-Benzyloxy-3-methyl-3-((2S,3S)-3-methyl-oxiranyl)-butyric acid methyl ester

(1S,2S,3S,5S)-3-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-1,4,4-trimethyl-cyclopentane-1,2-diol

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