methyl (βS)-4-bromo-N-(tert-butoxycarbonyl)-β-[(1E)-prop-1-enyl]-L-phenylalaninate

Base Information

Chemical Name:methyl (βS)-4-bromo-N-(tert-butoxycarbonyl)-β-[(1E)-prop-1-enyl]-L-phenylalaninate
CAS No.:690257-98-8
Molecular Formula:C₁₈H₂₄BrNO₄
Molecular Weight:398.297
Hs Code.:

Synonyms:methyl (βS)-4-bromo-N-(tert-butoxycarbonyl)-β-[(1E)-prop-1-enyl]-L-phenylalaninate

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Chemical Property of methyl (βS)-4-bromo-N-(tert-butoxycarbonyl)-β-[(1E)-prop-1-enyl]-L-phenylalaninate

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Technology Process of methyl (βS)-4-bromo-N-(tert-butoxycarbonyl)-β-[(1E)-prop-1-enyl]-L-phenylalaninate

There total 6 articles about methyl (βS)-4-bromo-N-(tert-butoxycarbonyl)-β-[(1E)-prop-1-enyl]-L-phenylalaninate 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:

: 690257-97-7
(1S,2E)-3-(4-bromophenyl)-1-methylprop-2-en-1-yl N-(tert-butoxycarbonyl)glycinate

: 18107-18-1
diazomethyl-trimethyl-silane

: 690257-98-8
methyl (βS)-4-bromo-N-(tert-butoxycarbonyl)-β-[(1E)-prop-1-enyl]-L-phenylalaninate

Guidance literature:: (1S,2E)-3-(4-bromophenyl)-1-methylprop-2-en-1-yl N-(tert-butoxycarbonyl)glycinate; With zinc(II) chloride; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; at -78 - 20 ℃; for 10h;

diazomethyl-trimethyl-silane; In methanol; diethyl ether; at 0 - 20 ℃; for 8h;

Reference yield:

: 690258-03-8
(βS)-4-bromo-N-(tert-butoxycarbonyl)-β-[(1E)-prop-1-en-1-yl]-L-phenylalanine

: 18107-18-1
diazomethyl-trimethyl-silane

: 690257-98-8
methyl (βS)-4-bromo-N-(tert-butoxycarbonyl)-β-[(1E)-prop-1-enyl]-L-phenylalaninate

Guidance literature:: In methanol; diethyl ether;
DOI:10.1016/j.bmcl.2005.04.028

Reference yield:

: 690257-96-6
(2S,3E)-4-(4-bromophenyl)-3-buten-2-ol

: 690257-98-8
methyl (βS)-4-bromo-N-(tert-butoxycarbonyl)-β-[(1E)-prop-1-enyl]-L-phenylalaninate

Guidance literature:: Multi-step reaction with 2 steps

1.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 5 h

2.1: zinc(II) chloride; lithium hexamethyldisilazane / tetrahydrofuran; diethyl ether / 10 h / -78 - 20 °C

2.2: 8 h / 0 - 20 °C

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; zinc(II) chloride; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; dichloromethane;