(2RS,1'S,2'S)-2-[2-(tert-butyldimethylsilyloxy)cyclohexylmethyl]cyclodecan-1-one

Base Information

Chemical Name:(2RS,1'S,2'S)-2-[2-(tert-butyldimethylsilyloxy)cyclohexylmethyl]cyclodecan-1-one
CAS No.:240483-25-4
Molecular Formula:C₂₃H₄₄O₂Si
Molecular Weight:380.687
Hs Code.:

Synonyms:(2RS,1'S,2'S)-2-[2-(tert-butyldimethylsilyloxy)cyclohexylmethyl]cyclodecan-1-one

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Chemical Property of (2RS,1'S,2'S)-2-[2-(tert-butyldimethylsilyloxy)cyclohexylmethyl]cyclodecan-1-one

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Technology Process of (2RS,1'S,2'S)-2-[2-(tert-butyldimethylsilyloxy)cyclohexylmethyl]cyclodecan-1-one

There total 5 articles about (2RS,1'S,2'S)-2-[2-(tert-butyldimethylsilyloxy)cyclohexylmethyl]cyclodecan-1-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: 26.0%

: 74173-15-2
(E)-1-Trimethylsilyloxy-1-cyclodecen

: 240483-22-1
(1S,2R)-(+)-tert-butyl(2-iodomethylcyclohexyloxy)dimethylsilane

: 240483-25-4
(2RS,1'S,2'S)-2-[2-(tert-butyldimethylsilyloxy)cyclohexylmethyl]cyclodecan-1-one

Guidance literature:: (E)-1-Trimethylsilyloxy-1-cyclodecen; With methyllithium; In diethyl ether; diethylene glycol dimethyl ether; at 20 ℃; for 0.5h;

(1S,2R)-(+)-tert-butyl(2-iodomethylcyclohexyloxy)dimethylsilane; In N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; diethylene glycol dimethyl ether; at 0 - 20 ℃; for 16h;
DOI:10.1016/S0040-4020(99)00362-2

Reference yield:

: 61586-78-5
ethyl (1R,2S)-2-hydroxycyclohexane-1-carboxylate

: 240483-25-4
(2RS,1'S,2'S)-2-[2-(tert-butyldimethylsilyloxy)cyclohexylmethyl]cyclodecan-1-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: imidazole

2.1: DIBAH

3.1: 35.8 g / I₂; imidazole; Ph₃P

4.1: MeLi / diethyl ether; bis-(2-methoxy-ethyl) ether / 0.5 h / 20 °C

4.2: 26 percent / hexamethylphosphoric acid triamide; bis-(2-methoxy-ethyl) ether; diethyl ether / 16 h / 0 - 20 °C

With 1H-imidazole; methyllithium; iodine; diisobutylaluminium hydride; triphenylphosphine; In diethyl ether; diethylene glycol dimethyl ether; 1.1: silylation / 2.1: Reduction / 3.1: Iodination / 4.1: desilylation / 4.2: Alkylation;
DOI:10.1016/S0040-4020(99)00362-2

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 240483-25-4
(2RS,1'S,2'S)-2-[2-(tert-butyldimethylsilyloxy)cyclohexylmethyl]cyclodecan-1-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: imidazole

2.1: DIBAH

3.1: 35.8 g / I₂; imidazole; Ph₃P

4.1: MeLi / diethyl ether; bis-(2-methoxy-ethyl) ether / 0.5 h / 20 °C

4.2: 26 percent / hexamethylphosphoric acid triamide; bis-(2-methoxy-ethyl) ether; diethyl ether / 16 h / 0 - 20 °C

With 1H-imidazole; methyllithium; iodine; diisobutylaluminium hydride; triphenylphosphine; In diethyl ether; diethylene glycol dimethyl ether; 1.1: silylation / 2.1: Reduction / 3.1: Iodination / 4.1: desilylation / 4.2: Alkylation;
DOI:10.1016/S0040-4020(99)00362-2