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

Base Information

Chemical Name:2-(tert-butoxycarbonyl-methyl-amino)-3-phenyl-propionic acid 1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-methyl-pent-4-enyl ester
CAS No.:1027178-53-5
Molecular Formula:C₄₀H₅₅NO₅Si
Molecular Weight:657.966
Hs Code.:

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

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

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

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

There total 5 articles about 2-(tert-butoxycarbonyl-methyl-amino)-3-phenyl-propionic acid 1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-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: 73.0%

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

: 1028281-31-3
(4S,6S)-1-(tert-Butyl-diphenyl-silanyloxy)-6-methyl-oct-7-en-4-ol

: 1027178-53-5
2-(tert-butoxycarbonyl-methyl-amino)-3-phenyl-propionic acid 1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-methyl-pent-4-enyl ester

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In diethyl ether; at 23 ℃;
DOI:10.1021/ol049292p

Reference yield:

: (3S,5R)-5-[(S)-1-Bromo-3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-methyl-dihydro-furan-2-one

: 1027178-53-5
2-(tert-butoxycarbonyl-methyl-amino)-3-phenyl-propionic acid 1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-methyl-pent-4-enyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / AIBN; NaBH₃CN / tributyltin hydride / benzene; 2-methyl-propan-2-ol / 84 °C

2: DIBAL / CH₂Cl₂ / -78 °C

3: n-BuLi / 0 °C

4: 73 percent / PPh₃; DEAD / diethyl ether / 23 °C

With n-butyllithium; 2,2'-azobis(isobutyronitrile); diisobutylaluminium hydride; sodium cyanoborohydride; triphenylphosphine; diethylazodicarboxylate; tri-n-butyl-tin hydride; In diethyl ether; dichloromethane; tert-butyl alcohol; benzene; 3: Wittig reaction / 4: Mitsunobu esterification;
DOI:10.1021/ol049292p

Reference yield:

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 1027178-53-5
2-(tert-butoxycarbonyl-methyl-amino)-3-phenyl-propionic acid 1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-methyl-pent-4-enyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 73 percent / PPh₃; DEAD / diethyl ether / 23 °C

With triphenylphosphine; diethylazodicarboxylate; In diethyl ether; 2: Mitsunobu esterification;
DOI:10.1021/ol049292p