(2S,3S,4S)-3-Benzylamino-2-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-trityloxy-pentanoic acid tert-butyl ester

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Chemical Name:(2S,3S,4S)-3-Benzylamino-2-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-trityloxy-pentanoic acid tert-butyl ester
CAS No.:161554-75-2
Molecular Formula:C₄₃H₅₇NO₄Si
Molecular Weight:680.015
Hs Code.:

Synonyms:(2S,3S,4S)-3-Benzylamino-2-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-trityloxy-pentanoic acid tert-butyl ester

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Chemical Property of (2S,3S,4S)-3-Benzylamino-2-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-trityloxy-pentanoic acid tert-butyl ester

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Technology Process of (2S,3S,4S)-3-Benzylamino-2-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-trityloxy-pentanoic acid tert-butyl ester

There total 8 articles about (2S,3S,4S)-3-Benzylamino-2-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-trityloxy-pentanoic acid tert-butyl ester 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:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1026372-78-0
(2S,3S,4S)-3-Benzylamino-2-((R)-1-hydroxy-ethyl)-4-trityloxy-pentanoic acid tert-butyl ester

: 161554-75-2
(2S,3S,4S)-3-Benzylamino-2-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-trityloxy-pentanoic acid tert-butyl ester

Guidance literature:: With 1H-imidazole; In dichloromethane; at 0 ℃; Yield given;
DOI:10.1016/S0040-4039(00)74424-8

Reference yield:

: 161554-88-7
(E)-(S)-4-Trityloxy-pent-2-enoic acid tert-butyl ester

: 161554-75-2
(2S,3S,4S)-3-Benzylamino-2-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-trityloxy-pentanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) n-BuLi / 1) THF, n-hexane, -78 deg C, 30 min; 2) THF, n-hexane, 1.5 h, -78 deg C

2: 1.) LDA / 1) THF, -78 deg C, 20 min; 2) THF, -78 deg C, 1.5 h

3: imidazole / CH₂Cl₂ / Ambient temperature

With 1H-imidazole; n-butyllithium; lithium diisopropyl amide; In dichloromethane;
DOI:10.1021/jo970435d

Reference yield:

: 194367-52-7
(3S,4S)-3-Benzylamino-4-trityloxy-pentanoic acid tert-butyl ester

: 161554-75-2
(2S,3S,4S)-3-Benzylamino-2-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-trityloxy-pentanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) LDA / 1) THF, -78 deg C, 20 min; 2) THF, -78 deg C, 1.5 h

2: imidazole / CH₂Cl₂ / Ambient temperature

With 1H-imidazole; lithium diisopropyl amide; In dichloromethane;
DOI:10.1021/jo970435d