methyl (2S)-2-<3-(<4-methoxyphenyl>prop-2-en-1-yl)amino>-3-<(tert-butyldimethylsilyl)oxy>propionate

Base Information

• Chemical Name: methyl (2S)-2-<3-(<4-methoxyphenyl>prop-2-en-1-yl)amino>-3-<(tert-butyldimethylsilyl)oxy>propionate
• CAS No.: 158469-90-0
• Molecular Formula: C₂₀H₃₃NO₄Si
• Molecular Weight: 379.572
• Mol file: 158469-90-0.mol

Synonyms:methyl (2S)-2-<3-(<4-methoxyphenyl>prop-2-en-1-yl)amino>-3-<(tert-butyldimethylsilyl)oxy>propionate

Chemical Property of methyl (2S)-2-<3-(<4-methoxyphenyl>prop-2-en-1-yl)amino>-3-<(tert-butyldimethylsilyl)oxy>propionate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (2S)-2-<3-(<4-methoxyphenyl>prop-2-en-1-yl)amino>-3-<(tert-butyldimethylsilyl)oxy>propionate

There total 3 articles about methyl (2S)-2-<3-(<4-methoxyphenyl>prop-2-en-1-yl)amino>-3-<(tert-butyldimethylsilyl)oxy>propionate 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:

(S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-3-(4-methoxy-phenyl)-prop-2-en-(E)-ylideneamino]-propionic acid methyl ester → methyl (2S)-2-<3-(<4-methoxyphenyl>prop-2-en-1-yl)amino>-3-<(tert-butyldimethylsilyl)oxy>propionate (158469-90-0)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 ℃; for 0.2h; Yield given;

DOI:10.1016/S0040-4020(01)85516-2

Reference yield:

(2S)-2-amino-3-(tert-butyldimethylsilanyloxy)propionic acid methyl ester (98642-61-6) → methyl (2S)-2-<3-(<4-methoxyphenyl>prop-2-en-1-yl)amino>-3-<(tert-butyldimethylsilyl)oxy>propionate (158469-90-0)

Guidance literature:

Multi-step reaction with 2 steps

1: benzene / 1 h / Ambient temperature

2: NaBH₄ / methanol / 0.2 h / 0 °C

With sodium tetrahydroborate; In methanol; benzene;

DOI:10.1016/S0040-4020(01)85516-2

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → methyl (2S)-2-<3-(<4-methoxyphenyl>prop-2-en-1-yl)amino>-3-<(tert-butyldimethylsilyl)oxy>propionate (158469-90-0)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine, dimethylaminopyridine / CH₂Cl₂ / 4 h / Ambient temperature

2: benzene / 1 h / Ambient temperature

3: NaBH₄ / methanol / 0.2 h / 0 °C

With dmap; sodium tetrahydroborate; triethylamine; In methanol; dichloromethane; benzene;

DOI:10.1016/S0040-4020(01)85516-2

upstream raw materials:

(2S)-2-amino-3-(tert-butyldimethylsilanyloxy)propionic acid methyl ester

tert-butyldimethylsilyl chloride

Downstream raw materials:

(2S)-2-(phenyloxycarbonyl)-<3-(4-methoxyphenyl)(prop-2-en-1-yl)amino>-3-<(tert-butyldimethylsilyl)oxy>propanal

(2R)-N-(phenyloxycarbonyl)-2-<(tert-butyldimethylsilyl)oxymethyl>-3-hydroxy-4-(4-methoxybenzyl)pyrrolidine

methyl (2S)-2-(phenoxycarbonyl)-<3-(<4-methoxyphenyl>prop-2-en-1-yl)amino>-3-<(tert-butyldimethylsilyl)oxy>propionate