methyl (2S,3S)-2-amino-3-(4-(benzyloxy)phenyl)-3-((tert-butyldimethylsilyl)oxy)propanoate

Base Information

Chemical Name:methyl (2S,3S)-2-amino-3-(4-(benzyloxy)phenyl)-3-((tert-butyldimethylsilyl)oxy)propanoate
CAS No.:188446-29-9
Molecular Formula:C₂₃H₃₃NO₄Si
Molecular Weight:415.605
Hs Code.:

Synonyms:methyl (2S,3S)-2-amino-3-(4-(benzyloxy)phenyl)-3-((tert-butyldimethylsilyl)oxy)propanoate

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Chemical Property of methyl (2S,3S)-2-amino-3-(4-(benzyloxy)phenyl)-3-((tert-butyldimethylsilyl)oxy)propanoate

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Technology Process of methyl (2S,3S)-2-amino-3-(4-(benzyloxy)phenyl)-3-((tert-butyldimethylsilyl)oxy)propanoate

There total 3 articles about methyl (2S,3S)-2-amino-3-(4-(benzyloxy)phenyl)-3-((tert-butyldimethylsilyl)oxy)propanoate 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%

: 69739-34-0
t-butyldimethylsiyl triflate

: 188446-25-5
methyl (2S,3S)-2-amino-3-(4-(benzyloxy)phenyl)-3-hydroxypropanoate

: 188446-29-9
methyl (2S,3S)-2-amino-3-(4-(benzyloxy)phenyl)-3-((tert-butyldimethylsilyl)oxy)propanoate

Guidance literature:: With triethylamine; In dichloromethane; at -10 - 4 ℃; for 24h;
DOI:10.1021/jo961346o

Reference yield:

: 4397-53-9
p-benzyloxybenzaldehyde

: 188446-29-9
methyl (2S,3S)-2-amino-3-(4-(benzyloxy)phenyl)-3-((tert-butyldimethylsilyl)oxy)propanoate

Guidance literature:: Multi-step reaction with 3 steps

1: n-BuLi / tetrahydrofuran / 1.5 h / -78 - -30 °C

2: 1.) 0.25N HCl, 2.) NaHCO₃ / 2.) H₂O

3: 86 percent / Et₃N / CH₂Cl₂ / 24 h / -10 - 4 °C

With hydrogenchloride; n-butyllithium; sodium hydrogencarbonate; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo961346o

Reference yield:

: 188446-23-3
(2R,5S,αS)-5-[4'-benzyloxy-α-hydroxy]benzyl-2,5-dihydro-3,6-dimethoxy-2-isopropylpyrazine

: 188446-29-9
methyl (2S,3S)-2-amino-3-(4-(benzyloxy)phenyl)-3-((tert-butyldimethylsilyl)oxy)propanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) 0.25N HCl, 2.) NaHCO₃ / 2.) H₂O

2: 86 percent / Et₃N / CH₂Cl₂ / 24 h / -10 - 4 °C

With hydrogenchloride; sodium hydrogencarbonate; triethylamine; In dichloromethane;
DOI:10.1021/jo961346o