(2S,3R,4R)-2-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxy)-4-dibenzylamino-3-hydroxy-pentanoic acid methyl ester

Base Information

Chemical Name:(2S,3R,4R)-2-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxy)-4-dibenzylamino-3-hydroxy-pentanoic acid methyl ester
CAS No.:627859-92-1
Molecular Formula:C₄₃H₄₉NO₅Si
Molecular Weight:687.951
Hs Code.:

Synonyms:(2S,3R,4R)-2-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxy)-4-dibenzylamino-3-hydroxy-pentanoic acid methyl ester

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Chemical Property of (2S,3R,4R)-2-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxy)-4-dibenzylamino-3-hydroxy-pentanoic acid methyl ester

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Technology Process of (2S,3R,4R)-2-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxy)-4-dibenzylamino-3-hydroxy-pentanoic acid methyl ester

There total 1 articles about (2S,3R,4R)-2-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxy)-4-dibenzylamino-3-hydroxy-pentanoic acid methyl 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: 75.0%

: 31600-43-8
methyl 2-(benzyloxy)acetate

: 290354-66-4
(2S)-3-(tert-Butyldiphenylsiloxy)-2-(dibenzylamino)propanal

: 627859-92-1
(2S,3R,4R)-2-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxy)-4-dibenzylamino-3-hydroxy-pentanoic acid methyl ester

Guidance literature:: methyl 2-(benzyloxy)acetate; With di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; In diethyl ether; at -78 ℃; for 1.5h;

(2S)-3-(tert-Butyldiphenylsiloxy)-2-(dibenzylamino)propanal; In diethyl ether; at -78 - 0 ℃; for 2h;
DOI:10.1016/j.tetlet.2003.08.030

Reference yield: 91.0%

: 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride

: 627859-92-1
(2S,3R,4R)-2-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxy)-4-dibenzylamino-3-hydroxy-pentanoic acid methyl ester

: 290354-72-2
(2S,3R,4R)-2-Benzyloxy-5-(tert-butyldiphenylsiloxy)-4-dibenzylamino-3-hydroxy-N-methoxy-N-methylpentanamide

Guidance literature:: N,O-dimethylhydroxylamine*hydrochloride; With trimethylaluminum; In tetrahydrofuran; at -30 ℃;

(2S,3R,4R)-2-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxy)-4-dibenzylamino-3-hydroxy-pentanoic acid methyl ester; In tetrahydrofuran; at -30 - 20 ℃; for 18h;
DOI:10.1016/j.tetlet.2003.08.030

Reference yield:

: 627859-92-1
(2S,3R,4R)-2-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxy)-4-dibenzylamino-3-hydroxy-pentanoic acid methyl ester

: 290354-73-3
(3S,4R,5R)-5-(tert-butyldiphenylsilyloxymethyl)-3,4-dihydroxypyrrolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: Me₃Al / tetrahydrofuran / -30 °C

1.2: 91 percent / tetrahydrofuran / 18 h / -30 - 20 °C

2.1: 71 percent / H₂ / Pd(OH)2 / methanol / 72 h / 20 °C

With hydrogen; trimethylaluminum; palladium dihydroxide; In tetrahydrofuran; methanol;
DOI:10.1016/j.tetlet.2003.08.030