(3S,4R,5R,6S,10S,12S)-3-benzyloxy-10-(tert-butyldimethylsilyloxy)-12-methoxymethoxy-4,6-dimethyl-5-trimethylsilyloxy-pentadec-1-en-8-yn-7-one

Base Information

Chemical Name:(3S,4R,5R,6S,10S,12S)-3-benzyloxy-10-(tert-butyldimethylsilyloxy)-12-methoxymethoxy-4,6-dimethyl-5-trimethylsilyloxy-pentadec-1-en-8-yn-7-one
CAS No.:1258861-78-7
Molecular Formula:C₃₅H₆₀O₆Si₂
Molecular Weight:633.029
Hs Code.:

(3S,4R,5R,6S,10S,12S)-3-benzyloxy-10-(tert-butyldimethylsilyloxy)-12-methoxymethoxy-4,6-dimethyl-5-trimethylsilyloxy-pentadec-1-en-8-yn-7-one

Synonyms:(3S,4R,5R,6S,10S,12S)-3-benzyloxy-10-(tert-butyldimethylsilyloxy)-12-methoxymethoxy-4,6-dimethyl-5-trimethylsilyloxy-pentadec-1-en-8-yn-7-one

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Chemical Property of (3S,4R,5R,6S,10S,12S)-3-benzyloxy-10-(tert-butyldimethylsilyloxy)-12-methoxymethoxy-4,6-dimethyl-5-trimethylsilyloxy-pentadec-1-en-8-yn-7-one

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Technology Process of (3S,4R,5R,6S,10S,12S)-3-benzyloxy-10-(tert-butyldimethylsilyloxy)-12-methoxymethoxy-4,6-dimethyl-5-trimethylsilyloxy-pentadec-1-en-8-yn-7-one

There total 18 articles about (3S,4R,5R,6S,10S,12S)-3-benzyloxy-10-(tert-butyldimethylsilyloxy)-12-methoxymethoxy-4,6-dimethyl-5-trimethylsilyloxy-pentadec-1-en-8-yn-7-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: 93.0%

: 1258861-83-4
C₃₅H₆₂O₆Si₂

: 1258861-78-7
(3S,4R,5R,6S,10S,12S)-3-benzyloxy-10-(tert-butyldimethylsilyloxy)-12-methoxymethoxy-4,6-dimethyl-5-trimethylsilyloxy-pentadec-1-en-8-yn-7-one

Guidance literature:: With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; at 20 ℃; for 0.333333h;
DOI:10.1002/cjoc.201090280

Reference yield:

: 1199613-10-9
(3S,5S)-3-tert-butyldimethylsilyloxy-5-(methoxymethoxy)-1-octyne

: 1258861-78-7
(3S,4R,5R,6S,10S,12S)-3-benzyloxy-10-(tert-butyldimethylsilyloxy)-12-methoxymethoxy-4,6-dimethyl-5-trimethylsilyloxy-pentadec-1-en-8-yn-7-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C

1.2: 2 h / -78 °C

2.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 0.33 h / 20 °C

With n-butyllithium; sodium hydrogencarbonate; Dess-Martin periodane; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1002/cjoc.201090280

Reference yield:

: 1236299-97-0
C₁₅H₃₂O₄Si

: 1258861-78-7
(3S,4R,5R,6S,10S,12S)-3-benzyloxy-10-(tert-butyldimethylsilyloxy)-12-methoxymethoxy-4,6-dimethyl-5-trimethylsilyloxy-pentadec-1-en-8-yn-7-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: triphenylphosphine

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C

2.2: 2 h / -78 °C

3.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 0.33 h / 20 °C

With n-butyllithium; sodium hydrogencarbonate; Dess-Martin periodane; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1002/cjoc.201090280