2-(tert-butoxycarbonyl-methyl-amino)-3-phenyl-propionic acid 1-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-3-methyl-pent-4-enyl ester

Base Information

Chemical Name:2-(tert-butoxycarbonyl-methyl-amino)-3-phenyl-propionic acid 1-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-3-methyl-pent-4-enyl ester
CAS No.:723296-11-5
Molecular Formula:C₄₁H₅₇NO₅Si
Molecular Weight:671.993
Hs Code.:

2-(<i>tert</i>-butoxycarbonyl-methyl-amino)-3-phenyl-propionic acid 1-[4-(<i>tert</i>-butyl-diphenyl-silanyloxy)-butyl]-3-methyl-pent-4-enyl ester

Synonyms:2-(tert-butoxycarbonyl-methyl-amino)-3-phenyl-propionic acid 1-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-3-methyl-pent-4-enyl ester

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Chemical Property of 2-(tert-butoxycarbonyl-methyl-amino)-3-phenyl-propionic acid 1-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-3-methyl-pent-4-enyl ester

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Technology Process of 2-(tert-butoxycarbonyl-methyl-amino)-3-phenyl-propionic acid 1-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-3-methyl-pent-4-enyl ester

There total 14 articles about 2-(tert-butoxycarbonyl-methyl-amino)-3-phenyl-propionic acid 1-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-3-methyl-pent-4-enyl 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: 93.0%

: 946408-85-1
(3S,5R)-9-tert-butyldiphenylsilyloxy-3-methyl-1-nonen-5-ol

: 37553-65-4
Boc-N-Me-Phe-OH

: 723296-11-5
2-(tert-butoxycarbonyl-methyl-amino)-3-phenyl-propionic acid 1-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-3-methyl-pent-4-enyl ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide;
DOI:10.1021/jacs.5b08858

Reference yield: 67.0%

: 723296-06-8
1-(tert-butyldiphenylsilyloxy)-7-methyl-non-8-en-5-ol

: 37553-65-4
Boc-N-Me-Phe-OH

: 723296-11-5
2-(tert-butoxycarbonyl-methyl-amino)-3-phenyl-propionic acid 1-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-3-methyl-pent-4-enyl ester

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In diethyl ether; at 20 ℃; for 1.5h;
DOI:10.1021/ol061029w

Reference yield:

: 946408-89-5
(2S,4R)-4-[4'-(tert-butyldiphenylsilyloxy)butyl]-2-methyl-γ-butyrolactone

: 723296-11-5
2-(tert-butoxycarbonyl-methyl-amino)-3-phenyl-propionic acid 1-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-3-methyl-pent-4-enyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: diisobutylaluminium hydride / dichloromethane / 0.5 h / -78 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / 0 °C

2.2: 3; 6 / 3 h / 23 °C

3.1: dmap; dicyclohexyl-carbodiimide / dichloromethane

With dmap; n-butyllithium; diisobutylaluminium hydride; dicyclohexyl-carbodiimide; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ol0707259