(R)-5-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-non-1-en-5-ol

Base Information

Chemical Name:(R)-5-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-non-1-en-5-ol
CAS No.:259656-71-8
Molecular Formula:C₂₅H₄₄O₄Si
Molecular Weight:436.707
Hs Code.:

Synonyms:(R)-5-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-non-1-en-5-ol

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Chemical Property of (R)-5-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-non-1-en-5-ol

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Technology Process of (R)-5-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-non-1-en-5-ol

There total 6 articles about (R)-5-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-non-1-en-5-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:

: 5162-44-7
1-bromo-4-butene

: 259656-63-8
1-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-heptan-3-one

: 259656-71-8
(R)-5-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-non-1-en-5-ol

: (S)-5-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-non-1-en-5-ol

Guidance literature:: 1-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-heptan-3-one; With lithium; In diethyl ether; at -40 ℃;

1-bromo-4-butene; In tetrahydrofuran; at -78 ℃; for 4h; Further stages.;
DOI:10.1021/ol991290v

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 259656-71-8
(R)-5-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-non-1-en-5-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 90 percent / NaH / tetrahydrofuran / 3 h / 0 °C

2.1: 86 percent / Amberlyst 15; H₂O / methanol; tetrahydrofuran / 3 h / 50 °C

3.1: 95 percent / imiodazole / CH₂Cl₂ / 1 h / 0 °C

4.1: 90 percent / oxalyl chloride; dimethylsulfoxide; Et₃N / CH₂Cl₂ / -78 - 25 °C

5.1: Li; sand / diethyl ether / -40 °C

5.2: tetrahydrofuran / 4 h / -78 °C

With 1H-imidazole; Amberlyst 15; oxalyl dichloride; water; lithium; sodium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; 1.1: Etherification / 2.1: Hydrolysis / 3.1: Condensation / 4.1: Oxidation / 5.1: Metallation / 5.2: Alkylation;
DOI:10.1021/ol991290v

Reference yield:

: 259656-67-2
(2S,3R)-2-(4-Methoxy-benzyloxy)-heptane-1,3-diol

: 259656-71-8
(R)-5-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-non-1-en-5-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 95 percent / imiodazole / CH₂Cl₂ / 1 h / 0 °C

2.1: 90 percent / oxalyl chloride; dimethylsulfoxide; Et₃N / CH₂Cl₂ / -78 - 25 °C

3.1: Li; sand / diethyl ether / -40 °C

3.2: tetrahydrofuran / 4 h / -78 °C

With 1H-imidazole; oxalyl dichloride; lithium; dimethyl sulfoxide; triethylamine; In diethyl ether; dichloromethane; 1.1: Condensation / 2.1: Oxidation / 3.1: Metallation / 3.2: Alkylation;
DOI:10.1021/ol991290v