tert-butyl (2S,3S,αS)-2-hydroxy-3-[N-benzyl-N-(α-methylbenzyl)amino]-4-tri-iso-propylsilyloxybutanoate

Base Information

Chemical Name:tert-butyl (2S,3S,αS)-2-hydroxy-3-[N-benzyl-N-(α-methylbenzyl)amino]-4-tri-iso-propylsilyloxybutanoate
CAS No.:1033129-99-5
Molecular Formula:C₃₂H₅₁NO₄Si
Molecular Weight:541.847
Hs Code.:

Synonyms:tert-butyl (2S,3S,αS)-2-hydroxy-3-[N-benzyl-N-(α-methylbenzyl)amino]-4-tri-iso-propylsilyloxybutanoate

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Chemical Property of tert-butyl (2S,3S,αS)-2-hydroxy-3-[N-benzyl-N-(α-methylbenzyl)amino]-4-tri-iso-propylsilyloxybutanoate

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Technology Process of tert-butyl (2S,3S,αS)-2-hydroxy-3-[N-benzyl-N-(α-methylbenzyl)amino]-4-tri-iso-propylsilyloxybutanoate

There total 2 articles about tert-butyl (2S,3S,αS)-2-hydroxy-3-[N-benzyl-N-(α-methylbenzyl)amino]-4-tri-iso-propylsilyloxybutanoate 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%

: C₁₇H₃₄O₃Si

: lithium N-benzyl-N-((S)-1-phenylethyl)amide

: 1033129-99-5
tert-butyl (2S,3S,αS)-2-hydroxy-3-[N-benzyl-N-(α-methylbenzyl)amino]-4-tri-iso-propylsilyloxybutanoate

Guidance literature:: C₁₇H₃₄O₃Si; lithium N-benzyl-N-((S)-1-phenylethyl)amide; In tetrahydrofuran; at -78 ℃; for 2h;

With (1S)-(+)-(10-camphorsulfonyl)-oxaziridine; In tetrahydrofuran; at -78 - 20 ℃; for 12h; optical yield given as %de;
DOI:10.1039/b801671b

Reference yield: 82.0%

: 1033129-96-2
tert-butyl (E)-4-tri-iso-propylsilyloxy-but-2-enoate

: 17480-69-2
(S)-N-benzyl-1-phenylethylamine

: 1033129-99-5
tert-butyl (2S,3S,αS)-2-hydroxy-3-[N-benzyl-N-(α-methylbenzyl)amino]-4-tri-iso-propylsilyloxybutanoate

Guidance literature:: (S)-N-benzyl-1-phenylethylamine; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃;

tert-butyl (E)-4-tri-iso-propylsilyloxy-but-2-enoate; In tetrahydrofuran; hexane; at -78 ℃;

With (2R,8aS)-(+)-(camphorylsulfonyl)oxaziridine; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 12h; optical yield given as %de;
DOI:10.1039/b801357h

Reference yield: 83.0%

: 1033129-99-5
tert-butyl (2S,3S,αS)-2-hydroxy-3-[N-benzyl-N-(α-methylbenzyl)amino]-4-tri-iso-propylsilyloxybutanoate

: 100-39-0
benzyl bromide

: 1033367-38-2
tert-butyl (2S,3S,αS)-2-benzyloxy-3-[N-benzyl-N-(α-methylbenzyl)amino]-4-(tri-iso-propylsilyloxy)butanoate

Guidance literature:: tert-butyl (2S,3S,αS)-2-hydroxy-3-[N-benzyl-N-(α-methylbenzyl)amino]-4-tri-iso-propylsilyloxybutanoate; With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃;

benzyl bromide; With 15-crown-5; In tetrahydrofuran; at 20 ℃; for 12h; optical yield given as %de;
DOI:10.1039/b801671b