(2S)-4-[2-(indol-3-yl)ethylcarbamoyl]-2-(benzyloxycarbonyl)aminobutyric acid methyl ester

Base Information

Chemical Name:(2S)-4-[2-(indol-3-yl)ethylcarbamoyl]-2-(benzyloxycarbonyl)aminobutyric acid methyl ester
CAS No.:257293-92-8
Molecular Formula:C₂₄H₂₇N₃O₅
Molecular Weight:437.495
Hs Code.:

Synonyms:(2S)-4-[2-(indol-3-yl)ethylcarbamoyl]-2-(benzyloxycarbonyl)aminobutyric acid methyl ester

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Chemical Property of (2S)-4-[2-(indol-3-yl)ethylcarbamoyl]-2-(benzyloxycarbonyl)aminobutyric acid methyl ester

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Technology Process of (2S)-4-[2-(indol-3-yl)ethylcarbamoyl]-2-(benzyloxycarbonyl)aminobutyric acid methyl ester

There total 3 articles about (2S)-4-[2-(indol-3-yl)ethylcarbamoyl]-2-(benzyloxycarbonyl)aminobutyric acid methyl 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: 80.0%

: 61-54-1
tryptamine

: 75857-94-2
(5S)-N-(benzyloxycarbonyl)-5-methoxycarbonyl-2-pyrrolidinone

: 257293-92-8
(2S)-4-[2-(indol-3-yl)ethylcarbamoyl]-2-(benzyloxycarbonyl)aminobutyric acid methyl ester

Guidance literature:: With trimethylaluminum; In dichloromethane; at -78 - 20 ℃;
DOI:10.1021/jo9911950

Reference yield:

: 4931-66-2
methyl (S)-pyroglutamate

: 257293-92-8
(2S)-4-[2-(indol-3-yl)ethylcarbamoyl]-2-(benzyloxycarbonyl)aminobutyric acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaH / tetrahydrofuran / 1 h / 0 °C

1.2: 29.1 g / tetrahydrofuran / 3 h / 0 °C

2.1: 80 percent / Me₃Al / CH₂Cl₂ / -78 - 20 °C

With trimethylaluminum; sodium hydride; In tetrahydrofuran; dichloromethane; 1.1: deprotonation / 1.2: Substitution / 2.1: Acylation;
DOI:10.1021/jo9911950

Reference yield:

: 98-79-3
L-Pyroglutamic acid

: 257293-92-8
(2S)-4-[2-(indol-3-yl)ethylcarbamoyl]-2-(benzyloxycarbonyl)aminobutyric acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: SOCl₂ / -20 - 20 °C

2.1: NaH / tetrahydrofuran / 1 h / 0 °C

2.2: 29.1 g / tetrahydrofuran / 3 h / 0 °C

3.1: 80 percent / Me₃Al / CH₂Cl₂ / -78 - 20 °C

With thionyl chloride; trimethylaluminum; sodium hydride; In tetrahydrofuran; dichloromethane; 1.1: Esterification / 2.1: deprotonation / 2.2: Substitution / 3.1: Acylation;
DOI:10.1021/jo9911950