(3R,4R,5R)-3,4-di-(t-butyldimethylsilyloxy)-5-(hydroxymethyl)cyclohexene

Base Information

Chemical Name:(3R,4R,5R)-3,4-di-(t-butyldimethylsilyloxy)-5-(hydroxymethyl)cyclohexene
CAS No.:866916-83-8
Molecular Formula:C₁₉H₄₀O₃Si₂
Molecular Weight:372.696
Hs Code.:

Synonyms:(3R,4R,5R)-3,4-di-(t-butyldimethylsilyloxy)-5-(hydroxymethyl)cyclohexene

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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 (3R,4R,5R)-3,4-di-(t-butyldimethylsilyloxy)-5-(hydroxymethyl)cyclohexene

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Technology Process of (3R,4R,5R)-3,4-di-(t-butyldimethylsilyloxy)-5-(hydroxymethyl)cyclohexene

There total 6 articles about (3R,4R,5R)-3,4-di-(t-butyldimethylsilyloxy)-5-(hydroxymethyl)cyclohexene 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: 86.0%

: 866916-67-8
1,5-anhydro-di-O-(t-butyldimethylsilyl)-2,6,7-trideoxy-D-arabino-hept-1,6-dienitol

: 866916-83-8
(3R,4R,5R)-3,4-di-(t-butyldimethylsilyloxy)-5-(hydroxymethyl)cyclohexene

Guidance literature:: 1,5-anhydro-di-O-(t-butyldimethylsilyl)-2,6,7-trideoxy-D-arabino-hept-1,6-dienitol; In diphenylether; at 210 ℃; for 2h;

With sodium tetrahydroborate; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1081/CAR-200067125

Reference yield:

: (2R,3S,4R)-2-Vinyl-3,4-dihydro-2H-pyran-3,4-diol

: 866916-83-8
(3R,4R,5R)-3,4-di-(t-butyldimethylsilyloxy)-5-(hydroxymethyl)cyclohexene

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1.5 g / imidazole / dimethylformamide / 24 h / 60 °C

2.1: diphenyl ether / 2 h / 210 °C

2.2: 86 percent / sodium borohydride / tetrahydrofuran / 1 h / 20 °C

With 1H-imidazole; In diphenylether; N,N-dimethyl-formamide; 2.1: Claisen rearrangement;
DOI:10.1081/CAR-200067125

Reference yield:

: 866916-66-7
di-O-acetyl-1,5-anhydro-2,6,7-trideoxy-D-arabino-hept-1,6-dienitol

: 866916-83-8
(3R,4R,5R)-3,4-di-(t-butyldimethylsilyloxy)-5-(hydroxymethyl)cyclohexene

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium methoxide / methanol / 0.5 h / 20 °C

2.1: 1.5 g / imidazole / dimethylformamide / 24 h / 60 °C

3.1: diphenyl ether / 2 h / 210 °C

3.2: 86 percent / sodium borohydride / tetrahydrofuran / 1 h / 20 °C

With 1H-imidazole; sodium methylate; In methanol; diphenylether; N,N-dimethyl-formamide; 3.1: Claisen rearrangement;
DOI:10.1081/CAR-200067125