(S)-benzyl 2-(((S)-3-(1H-indol-3-yl)-1-methoxy-1-oxopropan-2-yl)carbamoyl)pyrrolidine-1-carboxylate

Base Information

• Chemical Name: (S)-benzyl 2-(((S)-3-(1H-indol-3-yl)-1-methoxy-1-oxopropan-2-yl)carbamoyl)pyrrolidine-1-carboxylate
• CAS No.: 6686-03-9
• Molecular Formula: C₂₅H₂₇N₃O₅
• Molecular Weight: 449.506
• Mol file: 6686-03-9.mol

Synonyms:(S)-benzyl 2-(((S)-3-(1H-indol-3-yl)-1-methoxy-1-oxopropan-2-yl)carbamoyl)pyrrolidine-1-carboxylate

Chemical Property of (S)-benzyl 2-(((S)-3-(1H-indol-3-yl)-1-methoxy-1-oxopropan-2-yl)carbamoyl)pyrrolidine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-benzyl 2-(((S)-3-(1H-indol-3-yl)-1-methoxy-1-oxopropan-2-yl)carbamoyl)pyrrolidine-1-carboxylate

There total 7 articles about (S)-benzyl 2-(((S)-3-(1H-indol-3-yl)-1-methoxy-1-oxopropan-2-yl)carbamoyl)pyrrolidine-1-carboxylate 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: 88.0%

(S)-tryptophan methyl ester hydrochloride (7524-52-9,26988-71-6,5619-09-0,14907-27-8,41222-70-2,67557-19-1,109492-62-8) + (2S)-2-Acetyl-N-(benzyloxycarbonyl)pyrrolidine (111491-98-6) → (S)-benzyl 2-(((S)-3-(1H-indol-3-yl)-1-methoxy-1-oxopropan-2-yl)carbamoyl)pyrrolidine-1-carboxylate (6686-03-9)

Guidance literature:

(S)-tryptophan methyl ester hydrochloride; (2S)-2-Acetyl-N-(benzyloxycarbonyl)pyrrolidine; With N-ethyl-N,N-diisopropylamine; In dichloromethane; Inert atmosphere;

With benzotriazol-1-ol; 1,2-dichloro-ethane; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.3762/bjoc.12.74

Reference yield:

Cbz-L-Pro-OCO2-i-Bu (105414-01-5,102988-94-3) + (S)-tryptophan methyl ester hydrochloride (7524-52-9,26988-71-6,5619-09-0,14907-27-8,41222-70-2,67557-19-1,109492-62-8) → (S)-benzyl 2-(((S)-3-(1H-indol-3-yl)-1-methoxy-1-oxopropan-2-yl)carbamoyl)pyrrolidine-1-carboxylate (6686-03-9)

Guidance literature:

With 4-methyl-morpholine; In tetrahydrofuran; dichloromethane; at -10 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2011.06.042

Reference yield:

N-Cbz-L-proline p-tolylthiol ester (1059596-61-0) + L-tryptophan methyl ester hydrochloride → (S)-benzyl 2-(((S)-3-(1H-indol-3-yl)-1-methoxy-1-oxopropan-2-yl)carbamoyl)pyrrolidine-1-carboxylate (6686-03-9)

Guidance literature:

L-tryptophan methyl ester hydrochloride; With triethylamine; In tetrahydrofuran; at 20 ℃;

N-Cbz-L-proline p-tolylthiol ester; With Hexamethyldisiloxane; at 40 ℃; for 48h; Ionic liquid;

DOI:10.1021/jo400797t

upstream raw materials:

Cbz-L-Pro-OCO₂-i-Bu

(S)-tryptophan methyl ester hydrochloride

benzyl chloroformate

L-proline