(2S,4R,5R,E)-5-(tert-butyldimethylsilyloxy)-9-(4-methoxybenzyloxy)-4,7-dimethyl-3-oxonon-6-en-2-yl benzoate

Base Information

Chemical Name:(2S,4R,5R,E)-5-(tert-butyldimethylsilyloxy)-9-(4-methoxybenzyloxy)-4,7-dimethyl-3-oxonon-6-en-2-yl benzoate
CAS No.:942133-22-4
Molecular Formula:C₃₂H₄₆O₆Si
Molecular Weight:554.799
Hs Code.:

Synonyms:(2S,4R,5R,E)-5-(tert-butyldimethylsilyloxy)-9-(4-methoxybenzyloxy)-4,7-dimethyl-3-oxonon-6-en-2-yl benzoate

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Chemical Property of (2S,4R,5R,E)-5-(tert-butyldimethylsilyloxy)-9-(4-methoxybenzyloxy)-4,7-dimethyl-3-oxonon-6-en-2-yl benzoate

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Technology Process of (2S,4R,5R,E)-5-(tert-butyldimethylsilyloxy)-9-(4-methoxybenzyloxy)-4,7-dimethyl-3-oxonon-6-en-2-yl benzoate

There total 5 articles about (2S,4R,5R,E)-5-(tert-butyldimethylsilyloxy)-9-(4-methoxybenzyloxy)-4,7-dimethyl-3-oxonon-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: 92.0%

: 942133-08-6
(2S,4R,5R,E)-5-hydroxy-9-(4-methoxybenzyloxy)-4,7-dimethyl-3-oxonon-6-en-2-yl benzoate

: 69739-34-0
t-butyldimethylsiyl triflate

: 942133-22-4
(2S,4R,5R,E)-5-(tert-butyldimethylsilyloxy)-9-(4-methoxybenzyloxy)-4,7-dimethyl-3-oxonon-6-en-2-yl benzoate

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at -78 - -40 ℃; for 0.75h;
DOI:10.1021/ja071461o

Reference yield:

: 942133-07-5
(E)-5-(4-methoxybenzyloxy)-3-methylpent-2-enal

: 942133-22-4
(2S,4R,5R,E)-5-(tert-butyldimethylsilyloxy)-9-(4-methoxybenzyloxy)-4,7-dimethyl-3-oxonon-6-en-2-yl benzoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: chlorodicyclohexylborane; Me₂NEt / diethyl ether; hexane / -78 - 0 °C

1.2: diethyl ether; hexane / 19 h / -78 - -22 °C

2.1: 92 percent / 2,6-lutidine / CH₂Cl₂ / 0.75 h / -78 - -40 °C

With 2,6-dimethylpyridine; N,N-dimethyl-ethanamine; dicyclohexylboron chloride; In diethyl ether; hexane; dichloromethane; 1.2: Paterson aldol reaction;
DOI:10.1021/ja071461o

Reference yield:

: 160666-92-2
(S)-2-benzoyloxypentan-3-one

: 942133-22-4
(2S,4R,5R,E)-5-(tert-butyldimethylsilyloxy)-9-(4-methoxybenzyloxy)-4,7-dimethyl-3-oxonon-6-en-2-yl benzoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: chlorodicyclohexylborane; Me₂NEt / diethyl ether; hexane / -78 - 0 °C

1.2: diethyl ether; hexane / 19 h / -78 - -22 °C

2.1: 92 percent / 2,6-lutidine / CH₂Cl₂ / 0.75 h / -78 - -40 °C

With 2,6-dimethylpyridine; N,N-dimethyl-ethanamine; dicyclohexylboron chloride; In diethyl ether; hexane; dichloromethane; 1.2: Paterson aldol reaction;
DOI:10.1021/ja071461o