(2RS,6E,8R,10R)-1-[4-(tert-butyldimethylsilyloxy)phenyl]-2-(N,N-dimethylamino)-8,10-dimethyldodec-6-en-3-one

Base Information

Chemical Name:(2RS,6E,8R,10R)-1-[4-(tert-butyldimethylsilyloxy)phenyl]-2-(N,N-dimethylamino)-8,10-dimethyldodec-6-en-3-one
CAS No.:1260499-46-4
Molecular Formula:C₂₈H₄₉NO₂Si
Molecular Weight:459.788
Hs Code.:

Synonyms:(2RS,6E,8R,10R)-1-[4-(tert-butyldimethylsilyloxy)phenyl]-2-(N,N-dimethylamino)-8,10-dimethyldodec-6-en-3-one

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Chemical Property of (2RS,6E,8R,10R)-1-[4-(tert-butyldimethylsilyloxy)phenyl]-2-(N,N-dimethylamino)-8,10-dimethyldodec-6-en-3-one

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Technology Process of (2RS,6E,8R,10R)-1-[4-(tert-butyldimethylsilyloxy)phenyl]-2-(N,N-dimethylamino)-8,10-dimethyldodec-6-en-3-one

There total 7 articles about (2RS,6E,8R,10R)-1-[4-(tert-butyldimethylsilyloxy)phenyl]-2-(N,N-dimethylamino)-8,10-dimethyldodec-6-en-3-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: 36.0%

: 1260499-40-8
(3E,5R,7R)-1-iodo-5,7-dimethylnon-3-ene

: 1260499-44-2
(S)-3-[4-(tert-butyldimethylsilyloxy)phenyl]-2-(N,N-dimethylamino)-N-methoxy-N-methylpropanamide

: 1260499-46-4
(2RS,6E,8R,10R)-1-[4-(tert-butyldimethylsilyloxy)phenyl]-2-(N,N-dimethylamino)-8,10-dimethyldodec-6-en-3-one

Guidance literature:: (3E,5R,7R)-1-iodo-5,7-dimethylnon-3-ene; With tert.-butyl lithium; In diethyl ether; pentane; at -78 ℃; for 0.25h; Inert atmosphere;

(S)-3-[4-(tert-butyldimethylsilyloxy)phenyl]-2-(N,N-dimethylamino)-N-methoxy-N-methylpropanamide; In diethyl ether; pentane; at -78 - 20 ℃; for 1h; Inert atmosphere;
DOI:10.1271/bbb.100361

Reference yield:

: 1260499-38-4
(3E,5R,7R)-5,7-dimethylnon-3-en-1-ol

: 1260499-46-4
(2RS,6E,8R,10R)-1-[4-(tert-butyldimethylsilyloxy)phenyl]-2-(N,N-dimethylamino)-8,10-dimethyldodec-6-en-3-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 2.5 h / 0 - 20 °C

2.1: tert.-butyl lithium / diethyl ether; pentane / 0.25 h / -78 °C / Inert atmosphere

2.2: 1 h / -78 - 20 °C / Inert atmosphere

With 1H-imidazole; iodine; tert.-butyl lithium; triphenylphosphine; In diethyl ether; dichloromethane; pentane;
DOI:10.1271/bbb.100361

Reference yield:

: 1260499-43-1
methyl (S)-N,N-dimethyl-O-(tert-butyldimethylsilyl)tyrosinate

: 1260499-46-4
(2RS,6E,8R,10R)-1-[4-(tert-butyldimethylsilyloxy)phenyl]-2-(N,N-dimethylamino)-8,10-dimethyldodec-6-en-3-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: isopropylmagnesium bromide / tetrahydrofuran / 1 h / -20 °C

2.1: tert.-butyl lithium / diethyl ether; pentane / 0.25 h / -78 °C / Inert atmosphere

2.2: 1 h / -78 - 20 °C / Inert atmosphere

With tert.-butyl lithium; isopropylmagnesium bromide; In tetrahydrofuran; diethyl ether; pentane;
DOI:10.1271/bbb.100361