(4RS,8S)-10-benzyloxy-8-tert-butyldimethylsilyloxy-3,3-dimethyldec-1-en-4-ol

Base Information

Chemical Name:(4RS,8S)-10-benzyloxy-8-tert-butyldimethylsilyloxy-3,3-dimethyldec-1-en-4-ol
CAS No.:884345-83-9
Molecular Formula:C₂₅H₄₄O₃Si
Molecular Weight:420.708
Hs Code.:

Synonyms:(4RS,8S)-10-benzyloxy-8-tert-butyldimethylsilyloxy-3,3-dimethyldec-1-en-4-ol

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Chemical Property of (4RS,8S)-10-benzyloxy-8-tert-butyldimethylsilyloxy-3,3-dimethyldec-1-en-4-ol

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Technology Process of (4RS,8S)-10-benzyloxy-8-tert-butyldimethylsilyloxy-3,3-dimethyldec-1-en-4-ol

There total 6 articles about (4RS,8S)-10-benzyloxy-8-tert-butyldimethylsilyloxy-3,3-dimethyldec-1-en-4-ol 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: 67.0%

: (S)-7-benzyloxy-5-tert-butyldimethylsilyloxyheptanal

: 870-63-3
prenyl bromide

: 884345-83-9
(4RS,8S)-10-benzyloxy-8-tert-butyldimethylsilyloxy-3,3-dimethyldec-1-en-4-ol

Guidance literature:: prenyl bromide; With zinc; In tetrahydrofuran; at 20 ℃; for 0.166667h; Inert atmosphere;

(S)-7-benzyloxy-5-tert-butyldimethylsilyloxyheptanal; In tetrahydrofuran; at 20 ℃; for 16h; Inert atmosphere;
DOI:10.1039/c7ob00079k

Reference yield:

: 884345-81-7
(S)-1-benzyloxyhept-6-en-3-ol

: 884345-83-9
(4RS,8S)-10-benzyloxy-8-tert-butyldimethylsilyloxy-3,3-dimethyldec-1-en-4-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 93 percent / imidazole

2.1: BH₃*THF

2.2: 86 percent / H₂O₂; NaOH

3.1: (COCl)2; DMSO; Et₃N

4.1: Zn

With 1H-imidazole; borane-THF; oxalyl dichloride; dimethyl sulfoxide; triethylamine; zinc; 3.1: Swern oxidation;
DOI:10.1016/j.tetlet.2006.01.097

Reference yield:

: 884345-65-7
(S)-1-benzyloxy-3-tert-butyldimethylsilyloxyhept-6-ene

: 884345-83-9
(4RS,8S)-10-benzyloxy-8-tert-butyldimethylsilyloxy-3,3-dimethyldec-1-en-4-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: BH₃*THF

1.2: 86 percent / H₂O₂; NaOH

2.1: (COCl)2; DMSO; Et₃N

3.1: Zn

With borane-THF; oxalyl dichloride; dimethyl sulfoxide; triethylamine; zinc; 2.1: Swern oxidation;
DOI:10.1016/j.tetlet.2006.01.097