(4S,5S)-4-(N,N-dibenzylamino)-1-(tert-butyldimethylsilyloxy)-5-[(2-methoxyethoxy)methoxy]heptadecane

Base Information

Chemical Name:(4S,5S)-4-(N,N-dibenzylamino)-1-(tert-butyldimethylsilyloxy)-5-[(2-methoxyethoxy)methoxy]heptadecane
CAS No.:366785-20-8
Molecular Formula:C₄₁H₇₁NO₄Si
Molecular Weight:670.105
Hs Code.:

Synonyms:(4S,5S)-4-(N,N-dibenzylamino)-1-(tert-butyldimethylsilyloxy)-5-[(2-methoxyethoxy)methoxy]heptadecane

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Chemical Property of (4S,5S)-4-(N,N-dibenzylamino)-1-(tert-butyldimethylsilyloxy)-5-[(2-methoxyethoxy)methoxy]heptadecane

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Technology Process of (4S,5S)-4-(N,N-dibenzylamino)-1-(tert-butyldimethylsilyloxy)-5-[(2-methoxyethoxy)methoxy]heptadecane

There total 5 articles about (4S,5S)-4-(N,N-dibenzylamino)-1-(tert-butyldimethylsilyloxy)-5-[(2-methoxyethoxy)methoxy]heptadecane 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: 78.0%

: 3970-21-6
2-Methoxyethoxymethyl chloride

: 366785-19-5
(4S,5S)-4-(N,N-dibenzylamino)-1-(tert-butyldimethylsilyloxy)-5-heptadecanol

: 366785-20-8
(4S,5S)-4-(N,N-dibenzylamino)-1-(tert-butyldimethylsilyloxy)-5-[(2-methoxyethoxy)methoxy]heptadecane

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 4h;
DOI:10.1016/S0957-4166(01)00251-8

Reference yield:

: 15890-72-9
laurylmagnesium bromide

: 366785-20-8
(4S,5S)-4-(N,N-dibenzylamino)-1-(tert-butyldimethylsilyloxy)-5-[(2-methoxyethoxy)methoxy]heptadecane

Guidance literature:: Multi-step reaction with 4 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

3: 76 percent / sodium borohydride / methanol; tetrahydrofuran / 2 h / -20 °C

4: 78 percent / di-iso-propylethylamine / CH₂Cl₂ / 4 h / 20 °C

With sodium tetrahydroborate; oxalyl dichloride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; 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

: 366785-20-8
(4S,5S)-4-(N,N-dibenzylamino)-1-(tert-butyldimethylsilyloxy)-5-[(2-methoxyethoxy)methoxy]heptadecane

Guidance literature:: Multi-step reaction with 4 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

3: 76 percent / sodium borohydride / methanol; tetrahydrofuran / 2 h / -20 °C

4: 78 percent / di-iso-propylethylamine / CH₂Cl₂ / 4 h / 20 °C

With sodium tetrahydroborate; oxalyl dichloride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; 2: Swern oxidation;
DOI:10.1016/S0957-4166(01)00251-8