N-benzyloxycarbonyl-(2S)-indolinecarboxylic acid propylamide

Base Information

• Chemical Name: N-benzyloxycarbonyl-(2S)-indolinecarboxylic acid propylamide
• CAS No.: 185213-04-1
• Molecular Formula: C₂₀H₂₂N₂O₃
• Molecular Weight: 338.406
• Mol file: 185213-04-1.mol

Synonyms:N-benzyloxycarbonyl-(2S)-indolinecarboxylic acid propylamide

Chemical Property of N-benzyloxycarbonyl-(2S)-indolinecarboxylic acid propylamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-benzyloxycarbonyl-(2S)-indolinecarboxylic acid propylamide

There total 2 articles about N-benzyloxycarbonyl-(2S)-indolinecarboxylic acid propylamide 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: 70.0%

propylamine (107-10-8,42939-71-9) + (S)-1-(benzyloxycarbonyl)indoline-2-carboxylic acid (104261-79-2) → N-benzyloxycarbonyl-(2S)-indolinecarboxylic acid propylamide (185213-04-1)

Guidance literature:

(S)-N-(benzyloxycarbonyl)indoline-2-carboxylic acid; With N-ethylmorpholine;; isobutyl chloroformate; In tetrahydrofuran; for 0.5h;

propylamine; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/jm0500830

Reference yield:

(S)-1-(benzyloxycarbonyl)indoline-2-carboxylic acid (104261-79-2) → N-benzyloxycarbonyl-(2S)-indolinecarboxylic acid propylamide (185213-04-1)

Guidance literature:

Reference yield:

N-benzyloxycarbonyl-(2S)-indolinecarboxylic acid propylamide (185213-04-1) → N-benzyloxycarbonyl-(2S)-aminobutyryl-(2S)-indolinecarboxylic acid propylamide (185213-06-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 90 percent / H₂ / Pd/C / methanol / 3 h / 25 °C / 1551.44 Torr

2.1: isobutyl chloroformate; N-ethylmorpholine / tetrahydrofuran / 0.5 h

2.2: 89 percent / tetrahydrofuran / 20 °C

With N-ethylmorpholine;; hydrogen; isobutyl chloroformate; palladium on activated charcoal; In tetrahydrofuran; methanol;

DOI:10.1021/jm0500830

upstream raw materials:

propylamine

(S)-1-(benzyloxycarbonyl)indoline-2-carboxylic acid

Downstream raw materials:

N-benzyloxycarbonyl-(2S)-aminobutyryl-(2S)-indolinecarboxylic acid propylamide

Refernces

• 1、 -. "Tripeptidylpeptidase inhibitors". . . Retrieved 2008/06/13.