(1Z,3R,4R,5E,7S)-1-chloro-4-(tert-butyldimethylsilyloxy)-3,5,7-trimethyl-9-phenyl-1,5-nonadiene

Base Information

Chemical Name:(1Z,3R,4R,5E,7S)-1-chloro-4-(tert-butyldimethylsilyloxy)-3,5,7-trimethyl-9-phenyl-1,5-nonadiene
CAS No.:253156-61-5
Molecular Formula:C₂₄H₃₉ClOSi
Molecular Weight:407.112
Hs Code.:

Synonyms:(1Z,3R,4R,5E,7S)-1-chloro-4-(tert-butyldimethylsilyloxy)-3,5,7-trimethyl-9-phenyl-1,5-nonadiene

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Chemical Property of (1Z,3R,4R,5E,7S)-1-chloro-4-(tert-butyldimethylsilyloxy)-3,5,7-trimethyl-9-phenyl-1,5-nonadiene

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Technology Process of (1Z,3R,4R,5E,7S)-1-chloro-4-(tert-butyldimethylsilyloxy)-3,5,7-trimethyl-9-phenyl-1,5-nonadiene

There total 4 articles about (1Z,3R,4R,5E,7S)-1-chloro-4-(tert-butyldimethylsilyloxy)-3,5,7-trimethyl-9-phenyl-1,5-nonadiene 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: 82.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 253156-60-4
(1Z,3R,4R,5E,7S)-1-chloro-3,5,7-trimethyl-9-phenyl-nona-1,5-dien-4-ol

: 253156-61-5
(1Z,3R,4R,5E,7S)-1-chloro-4-(tert-butyldimethylsilyloxy)-3,5,7-trimethyl-9-phenyl-1,5-nonadiene

Guidance literature:: With 2,6-dimethylpyridine; 2,5-dimethylpyridine; In dichloromethane; at 25 ℃; for 15h;
DOI:10.1055/s-2002-19806

Reference yield:

: 186895-52-3
ethyl (2E,4S)-2,4-dimethyl-6-phenyl-2-hexenoate

: 253156-61-5
(1Z,3R,4R,5E,7S)-1-chloro-4-(tert-butyldimethylsilyloxy)-3,5,7-trimethyl-9-phenyl-1,5-nonadiene

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / LiAlH₄ / diethyl ether / 0 °C

2: 96 percent / CH₂Cl₂ / -60 °C

3: 53 percent / petroleum ether / 25 °C

4: 72 percent / lutidine / CH₂Cl₂ / 0 °C

With lithium aluminium tetrahydride; lutidine; In diethyl ether; dichloromethane; Petroleum ether; 2: Swern oxidation;
DOI:10.1021/ol990944x

Reference yield:

: 186895-53-4
(2E,4S)-2,4-dimethyl-6-phenyl-2-hexen-ol

: 253156-61-5
(1Z,3R,4R,5E,7S)-1-chloro-4-(tert-butyldimethylsilyloxy)-3,5,7-trimethyl-9-phenyl-1,5-nonadiene

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / CH₂Cl₂ / -60 °C

2: 53 percent / petroleum ether / 25 °C

3: 72 percent / lutidine / CH₂Cl₂ / 0 °C

With lutidine; In dichloromethane; Petroleum ether; 1: Swern oxidation;
DOI:10.1021/ol990944x