L-Tryptophan, N-[(1,1-dimethylethoxy)carbonyl]-, 2-oxo-2-phenylethyl ester

Base Information

• Chemical Name: L-Tryptophan, N-[(1,1-dimethylethoxy)carbonyl]-, 2-oxo-2-phenylethyl ester
• CAS No.: 182949-67-3
• Molecular Formula: C24H26N2O5
• Molecular Weight: 422.481
• Mol file: 182949-67-3.mol

Synonyms:

Chemical Property of L-Tryptophan, N-[(1,1-dimethylethoxy)carbonyl]-, 2-oxo-2-phenylethyl ester

Chemical Property:

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of L-Tryptophan, N-[(1,1-dimethylethoxy)carbonyl]-, 2-oxo-2-phenylethyl ester

There total 1 articles about L-Tryptophan, N-[(1,1-dimethylethoxy)carbonyl]-, 2-oxo-2-phenylethyl 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: 100.0%

Boc-Trp-OH (13139-14-5) + α-bromoacetophenone (70-11-1) → (S)-2-tert-Butoxycarbonylamino-3-(1H-indol-3-yl)-propionic acid 2-oxo-2-phenyl-ethyl ester (182949-67-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetone;

DOI:10.1021/acscatal.7b02117

Reference yield: 100.0%

(S)-2-tert-Butoxycarbonylamino-3-(1H-indol-3-yl)-propionic acid 2-oxo-2-phenyl-ethyl ester (182949-67-3) → Boc-Trp-OH (13139-14-5)

Guidance literature:

With potassium phosphate; tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; ascorbic acid; In water; acetonitrile; at 20 ℃; for 2h; Irradiation;

DOI:10.1021/acscatal.7b02117

Reference yield:

(S)-2-tert-Butoxycarbonylamino-3-(1H-indol-3-yl)-propionic acid 2-oxo-2-phenyl-ethyl ester (182949-67-3) → C30H30N2O5

Guidance literature:

Multi-step reaction with 2 steps

1: tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; ascorbic acid; potassium phosphate / acetonitrile; water / 2 h / 20 °C / Irradiation

2: N-ethyl-N,N-diisopropylamine / acetone

With potassium phosphate; tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; N-ethyl-N,N-diisopropylamine; ascorbic acid; In water; acetone; acetonitrile;

DOI:10.1021/acscatal.7b02117

upstream raw materials:

Boc-Trp-OH

α-bromoacetophenone

Downstream raw materials:

Boc-Trp-OH

Refernces

• 1、 Moinet, Christophe,Contour-Galcera, Marie-Odile,Poitout, Lydie,Morgan, Barry,Gordon, Tom,Roubert, Pierre,Thurieau, Christophe. "Novel non-peptide ligands for the somatostatin sst3 receptor". . p. 991 - 995. Retrieved 2007/10/03.