BOC-TRP-OBZL

Base Information

• Chemical Name: BOC-TRP-OBZL
• CAS No.: 57229-67-1
• Molecular Formula: C23H26 N2 O4
• Molecular Weight: 394.47
• Mol file: 57229-67-1.mol

Synonyms:N-BOC-L-tryptophanbenzyl ester; N-tert-Butoxycarbonyltryptophan benzyl ester

Chemical Property of BOC-TRP-OBZL

Chemical Property:

• Melting Point: 140-146℃
• PSA: 80.42000
• LogP: 4.73800
• Storage Temp.: 2-8°C

Purity/Quality:

98.5% ^*data from raw suppliers

Na-Boc-L-tryptophan benzyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BOC-TRP-OBZL

There total 6 articles about BOC-TRP-OBZL 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: 92.0%

benzyl bromide (100-39-0) + Boc-Trp-OH (13139-14-5) → (S)-benzyl 2-((tert-butoxycarbonyl)amino)-3-(1H-indol-3-yl)propanoate (57229-67-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;

DOI:10.1039/c3ob27421g

Reference yield: 82.0%

O-benzyl S-prop-2-yn-1-yl carbonodithioate + Boc-Trp-OH (13139-14-5) → (S)-benzyl 2-((tert-butoxycarbonyl)amino)-3-(1H-indol-3-yl)propanoate (57229-67-1)

Guidance literature:

In acetic acid butyl ester; Heating;

DOI:10.1016/S0040-4039(98)01563-9

Reference yield: 58.0%

Boc-Trp-OH (13139-14-5) + benzyl alcohol (100-51-6,185532-71-2) → (S)-benzyl 2-((tert-butoxycarbonyl)amino)-3-(1H-indol-3-yl)propanoate (57229-67-1)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃;

DOI:10.1002/cmdc.201402428

upstream raw materials:

benzyl bromide

Boc-Trp-OH

benzyl alcohol

di-tert-butyl dicarbonate

Downstream raw materials:

Boc-Trp(Dmb)-OBzl

Lys(Z)-Trp-OBzl

Boc-Lys(Z)-Trp-OBzl

Refernces

• 1、 Shaikh, Rizwan S.,Ghosh, Indrajit,K?nig, Burkhard. "Direct C?H Phosphonylation of Electron-Rich Arenes and Heteroarenes by Visible-Light Photoredox Catalysis". supporting information. p. 12120 - 12124. Retrieved 2017/09/13.
• 2、 Scott, Duncan E.,Coyne, Anthony G.,Venkitaraman, Ashok,Blundell, Tom L.,Abell, Chris,Hyv?nen, Marko. "Small-molecule inhibitors that target protein-protein interactions in the RAD51 family of recombinases". supporting information. p. 296 - 303. Retrieved 2015/02/05.