Benzyl (4RS)-(E)-4-Bromo-5-<(tert-butoxycarbonyl)amino>-2-(3-indolylmethyl)-2-pentenoate

Base Information

Chemical Name:Benzyl (4RS)-(E)-4-Bromo-5-<(tert-butoxycarbonyl)amino>-2-(3-indolylmethyl)-2-pentenoate
CAS No.:134676-40-7
Molecular Formula:C₂₆H₂₉BrN₂O₄
Molecular Weight:513.431
Hs Code.:

Synonyms:Benzyl (4RS)-(E)-4-Bromo-5-<(tert-butoxycarbonyl)amino>-2-(3-indolylmethyl)-2-pentenoate

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Chemical Property of Benzyl (4RS)-(E)-4-Bromo-5-<(tert-butoxycarbonyl)amino>-2-(3-indolylmethyl)-2-pentenoate

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Technology Process of Benzyl (4RS)-(E)-4-Bromo-5-<(tert-butoxycarbonyl)amino>-2-(3-indolylmethyl)-2-pentenoate

There total 4 articles about Benzyl (4RS)-(E)-4-Bromo-5-<(tert-butoxycarbonyl)amino>-2-(3-indolylmethyl)-2-pentenoate 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: 71.0%

: 134676-39-4
Benzyl (4RS)-(E)-5-<(tert-Butoxycarbonyl)amino>-4-hydroxy-2-(3-indolylmethyl)-2-pentenoate

: 134676-40-7
Benzyl (4RS)-(E)-4-Bromo-5-<(tert-butoxycarbonyl)amino>-2-(3-indolylmethyl)-2-pentenoate

Guidance literature:: With dibromotriphenylphosphorane; In tetrahydrofuran; 1) 0 deg C, 10 min., 2) r.t., 1.5 h;
DOI:10.1021/jo00006a027

Reference yield:

: 134676-37-2
Acetic acid 1-(tert-butoxycarbonylamino-methyl)-allyl ester

: 134676-40-7
Benzyl (4RS)-(E)-4-Bromo-5-<(tert-butoxycarbonyl)amino>-2-(3-indolylmethyl)-2-pentenoate

Guidance literature:: Multi-step reaction with 3 steps

1: 1) NMO, 2) NaIO₄

2: 75 percent / Na₂CO₃ / methanol / 1 h / Ambient temperature

3: 71 percent / dibromotriphenylphosphorane complex / tetrahydrofuran / 1) 0 deg C, 10 min., 2) r.t., 1.5 h

With sodium periodate; N-methyl-2-indolinone; sodium carbonate; dibromotriphenylphosphorane; In tetrahydrofuran; methanol;
DOI:10.1021/jo00006a027

Reference yield:

: 131792-12-6
3-(1H-Indol-3-yl)-2-(triphenyl-λ⁵-phosphanylidene)-propionic acid benzyl ester

: 134676-40-7
Benzyl (4RS)-(E)-4-Bromo-5-<(tert-butoxycarbonyl)amino>-2-(3-indolylmethyl)-2-pentenoate

Guidance literature:: Multi-step reaction with 3 steps

1: 1) NMO, 2) NaIO₄

2: 75 percent / Na₂CO₃ / methanol / 1 h / Ambient temperature

3: 71 percent / dibromotriphenylphosphorane complex / tetrahydrofuran / 1) 0 deg C, 10 min., 2) r.t., 1.5 h

With sodium periodate; N-methyl-2-indolinone; sodium carbonate; dibromotriphenylphosphorane; In tetrahydrofuran; methanol;
DOI:10.1021/jo00006a027