(4S)-4-(N,N-dibenzylamino)-1-(tert-butyldimethylsilyloxy)-5-heptadecanone

Base Information

Chemical Name:(4S)-4-(N,N-dibenzylamino)-1-(tert-butyldimethylsilyloxy)-5-heptadecanone
CAS No.:366785-12-8
Molecular Formula:C₃₇H₆₁NO₂Si
Molecular Weight:579.982
Hs Code.:

Synonyms:(4S)-4-(N,N-dibenzylamino)-1-(tert-butyldimethylsilyloxy)-5-heptadecanone

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (4S)-4-(N,N-dibenzylamino)-1-(tert-butyldimethylsilyloxy)-5-heptadecanone

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Technology Process of (4S)-4-(N,N-dibenzylamino)-1-(tert-butyldimethylsilyloxy)-5-heptadecanone

There total 3 articles about (4S)-4-(N,N-dibenzylamino)-1-(tert-butyldimethylsilyloxy)-5-heptadecanone 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: 86.0%

: 366785-11-7
(4S,5R)-4-(N,N-dibenzylamino)-1-(tert-butyldimethylsilyloxy)-5-heptadecanol

: 366785-12-8
(4S)-4-(N,N-dibenzylamino)-1-(tert-butyldimethylsilyloxy)-5-heptadecanone

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - 20 ℃; for 1.25h;
DOI:10.1016/S0957-4166(01)00251-8

Reference yield:

: 15890-72-9
laurylmagnesium bromide

: 366785-12-8
(4S)-4-(N,N-dibenzylamino)-1-(tert-butyldimethylsilyloxy)-5-heptadecanone

Guidance literature:: Multi-step reaction with 2 steps

1: 70 percent / diethyl ether / 1.5 h / 0 °C

2: 86 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / 1.25 h / -78 - 20 °C

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In diethyl ether; dichloromethane; 2: Swern oxidation;
DOI:10.1016/S0957-4166(01)00251-8

Reference yield:

: 205068-02-6
(-)-S-5-(tert-butyldimethylsilyloxy)-2-(N,N-dibenzylamino)-1-pentanal

: 366785-12-8
(4S)-4-(N,N-dibenzylamino)-1-(tert-butyldimethylsilyloxy)-5-heptadecanone

Guidance literature:: Multi-step reaction with 2 steps

1: 70 percent / diethyl ether / 1.5 h / 0 °C

2: 86 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / 1.25 h / -78 - 20 °C

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In diethyl ether; dichloromethane; 2: Swern oxidation;
DOI:10.1016/S0957-4166(01)00251-8