(2S,8R,Z)-7-benzyldimethylsilyl-8-(tert-butyldimethylsilyloxy)-11,11-dimethoxyundec-6-en-2-yl benzoate

Base Information

Chemical Name:(2S,8R,Z)-7-benzyldimethylsilyl-8-(tert-butyldimethylsilyloxy)-11,11-dimethoxyundec-6-en-2-yl benzoate
CAS No.:1361250-50-1
Molecular Formula:C₃₅H₅₆O₅Si₂
Molecular Weight:612.998
Hs Code.:

Synonyms:(2S,8R,Z)-7-benzyldimethylsilyl-8-(tert-butyldimethylsilyloxy)-11,11-dimethoxyundec-6-en-2-yl benzoate

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Chemical Property of (2S,8R,Z)-7-benzyldimethylsilyl-8-(tert-butyldimethylsilyloxy)-11,11-dimethoxyundec-6-en-2-yl benzoate

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Technology Process of (2S,8R,Z)-7-benzyldimethylsilyl-8-(tert-butyldimethylsilyloxy)-11,11-dimethoxyundec-6-en-2-yl benzoate

There total 10 articles about (2S,8R,Z)-7-benzyldimethylsilyl-8-(tert-butyldimethylsilyloxy)-11,11-dimethoxyundec-6-en-2-yl benzoate 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:

: 1361250-59-0
(2S,8R,Z)-7-benzyldimethylsilyl-8-hydroxy-11,11-dimethoxyundec-6-en-2-yl benzoate

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1361250-50-1
(2S,8R,Z)-7-benzyldimethylsilyl-8-(tert-butyldimethylsilyloxy)-11,11-dimethoxyundec-6-en-2-yl benzoate

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 9h; Inert atmosphere;
DOI:10.1021/ol300200m

Reference yield:

: 1361250-47-6
(S)-hept-6-yn-2-yl benzoate

: 1361250-50-1
(2S,8R,Z)-7-benzyldimethylsilyl-8-(tert-butyldimethylsilyloxy)-11,11-dimethoxyundec-6-en-2-yl benzoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: dimethyl zinc(II); Triphenylphosphine oxide; ((2S,2'S)-((2-hydroxy-5-methyl-1,3-phenylene)bis(methylene))bis(pyrrolidine-1,2-diyl))bis(diphenylmethanol) / toluene / 0 - 20 °C / Inert atmosphere

1.2: 48 h / 0 - 4 °C / Inert atmosphere

2.1: tris(acetonitrile)pentamethylcyclopentadienylruthenium(II) hexafluorophosphate / 1,2-dichloro-ethane / 0 - 20 °C / Inert atmosphere

3.1: Wilkinson's catalyst; hydrogen / tetrahydrofuran; tert-butyl alcohol / 10 h / 20 °C / Inert atmosphere

4.1: 1H-imidazole / N,N-dimethyl-formamide / 9 h / 20 °C / Inert atmosphere

With 1H-imidazole; Wilkinson's catalyst; tris(acetonitrile)pentamethylcyclopentadienylruthenium(II) hexafluorophosphate; hydrogen; dimethyl zinc(II); Triphenylphosphine oxide; ((2S,2'S)-((2-hydroxy-5-methyl-1,3-phenylene)bis(methylene))bis(pyrrolidine-1,2-diyl))bis(diphenylmethanol); In tetrahydrofuran; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;
DOI:10.1021/ol300200m

Reference yield:

: 1361250-58-9
(2S,8R,E)-8-hydroxy-11,11-dimethoxyundec-9-en-6-yn-2-yl benzoate

: 1361250-50-1
(2S,8R,Z)-7-benzyldimethylsilyl-8-(tert-butyldimethylsilyloxy)-11,11-dimethoxyundec-6-en-2-yl benzoate

Guidance literature:: Multi-step reaction with 3 steps

1: tris(acetonitrile)pentamethylcyclopentadienylruthenium(II) hexafluorophosphate / 1,2-dichloro-ethane / 0 - 20 °C / Inert atmosphere

2: Wilkinson's catalyst; hydrogen / tetrahydrofuran; tert-butyl alcohol / 10 h / 20 °C / Inert atmosphere

3: 1H-imidazole / N,N-dimethyl-formamide / 9 h / 20 °C / Inert atmosphere

With 1H-imidazole; Wilkinson's catalyst; tris(acetonitrile)pentamethylcyclopentadienylruthenium(II) hexafluorophosphate; hydrogen; In tetrahydrofuran; 1,2-dichloro-ethane; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/ol300200m