(S)-2-(Benzyl-tert-butoxycarbonyl-amino)-3-(2-methoxycarbonylmethyl-1H-indol-3-yl)-propionic acid benzyl ester

Base Information

Chemical Name:(S)-2-(Benzyl-tert-butoxycarbonyl-amino)-3-(2-methoxycarbonylmethyl-1H-indol-3-yl)-propionic acid benzyl ester
CAS No.:198954-46-0
Molecular Formula:C₃₃H₃₆N₂O₆
Molecular Weight:556.659
Hs Code.:

Synonyms:(S)-2-(Benzyl-tert-butoxycarbonyl-amino)-3-(2-methoxycarbonylmethyl-1H-indol-3-yl)-propionic acid benzyl ester

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Chemical Property of (S)-2-(Benzyl-tert-butoxycarbonyl-amino)-3-(2-methoxycarbonylmethyl-1H-indol-3-yl)-propionic acid benzyl ester

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Technology Process of (S)-2-(Benzyl-tert-butoxycarbonyl-amino)-3-(2-methoxycarbonylmethyl-1H-indol-3-yl)-propionic acid benzyl ester

There total 7 articles about (S)-2-(Benzyl-tert-butoxycarbonyl-amino)-3-(2-methoxycarbonylmethyl-1H-indol-3-yl)-propionic acid benzyl 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: 87.0%

: 198954-44-8
2-{3-[(S)-2-(Benzyl-tert-butoxycarbonyl-amino)-2-benzyloxycarbonyl-ethyl]-1H-indol-2-yl}-malonic acid dimethyl ester

: 198954-46-0
(S)-2-(Benzyl-tert-butoxycarbonyl-amino)-3-(2-methoxycarbonylmethyl-1H-indol-3-yl)-propionic acid benzyl ester

Guidance literature:: With lithium chloride; In N,N-dimethyl-formamide; at 130 ℃; for 3h;
DOI:10.1021/jo970207j

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 198954-46-0
(S)-2-(Benzyl-tert-butoxycarbonyl-amino)-3-(2-methoxycarbonylmethyl-1H-indol-3-yl)-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / K₂CO₃ / tetrahydrofuran; H₂O / 1 h / Ambient temperature

2: Et₃N, t-BuOCl, ZnCl₂ / tetrahydrofuran; diethyl ether / 1.) -78 deg C, 1 h, 2.) room temperature, 1 h

3: 87 percent / LiCl / dimethylformamide / 3 h / 130 °C

With tert-butylhypochlorite; potassium carbonate; triethylamine; lithium chloride; zinc(II) chloride; In tetrahydrofuran; diethyl ether; water; N,N-dimethyl-formamide;
DOI:10.1021/jo970207j

Reference yield:

: 4299-69-8,141595-98-4
L-tryptophane benzyl ester

: 198954-46-0
(S)-2-(Benzyl-tert-butoxycarbonyl-amino)-3-(2-methoxycarbonylmethyl-1H-indol-3-yl)-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: MgSO₄ / CH₂Cl₂ / 8 h

2: 95 percent / NaBH₄ / methanol / 1 h / 0 °C

3: 96 percent / K₂CO₃ / tetrahydrofuran; H₂O / 1 h / Ambient temperature

4: Et₃N, t-BuOCl, ZnCl₂ / tetrahydrofuran; diethyl ether / 1.) -78 deg C, 1 h, 2.) room temperature, 1 h

5: 87 percent / LiCl / dimethylformamide / 3 h / 130 °C

With sodium tetrahydroborate; tert-butylhypochlorite; magnesium sulfate; potassium carbonate; triethylamine; lithium chloride; zinc(II) chloride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo970207j