H-D-TRP-OBZL HCL

Base Information

• Chemical Name: H-D-TRP-OBZL HCL
• CAS No.: 22839-16-3
• Molecular Formula: C₁₈H₁₈N₂O₂*ClH
• Molecular Weight: 330.814
• Hs Code.: 2933990090
• Mol file: 22839-16-3.mol

Synonyms:Tryptophan, benzyl ester, monohydrochloride,D- (8CI);

Chemical Property of H-D-TRP-OBZL HCL

Chemical Property:

• Melting Point: 215 °C
• Refractive Index: -32 ° (C=1, DMF)
• PSA: 68.11000
• LogP: 4.28340
• Storage Temp.: Store at RT.

Purity/Quality:

98%,99%, ^*data from raw suppliers

D-Tryptophan benzyl ester hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of H-D-TRP-OBZL HCL

There total 9 articles about H-D-TRP-OBZL HCL 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: 99.8%

L-Tryptophan (73-22-3,27732-43-0,80206-30-0,27813-82-7) + benzyl alcohol (100-51-6,185532-71-2) → L-tryptophan benzyl ester hydrochloride (22839-16-3)

Guidance literature:

L-Tryptophan; With hydrogenchloride; iron(III) chloride; In 1,2-dichloro-ethane; at 20 ℃; for 0.5h;

benzyl alcohol; In dichloromethane; for 3h; Solvent; Concentration; Reagent/catalyst; Reflux;

Reference yield: 99.0%

(S)-benzyl 2-((tert-butoxycarbonyl)amino)-3-(1H-indol-3-yl)propanoate (57229-67-1) → L-tryptophan benzyl ester hydrochloride (22839-16-3)

Guidance literature:

With sulfuric acid; sodium chloride; In neat (no solvent); at 20 ℃; for 14h; Sealed tube; Inert atmosphere;

DOI:10.1039/d1ob00728a

Reference yield: 95.0%

(R)-2-tert-Butoxycarbonylamino-3-(1H-indol-3-yl)-propionic acid benzyl ester (126090-33-3) → benzyl D-tryptophanate hydrochloride (22839-16-3)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 20 ℃; Inert atmosphere;

DOI:10.1002/cmdc.201600248

upstream raw materials:

(3RS)-oxindolyl-L-alanine

benzyl alcohol

benzyl chloride

L-Tryptophan

Refernces

• 1、 Bolchi, Cristiano,Bavo, Francesco,Regazzoni, Luca,Pallavicini, Marco. "Preparation of enantiopure methionine, arginine, tryptophan, and proline benzyl esters in green ethers by Fischer–Speier reaction". . p. 1261 - 1268. Retrieved 2018/06/11.
• 2、 Wang, Xue,Li, Xiaoyang,Li, Jingyao,Hou, Jinning,Qu, Ying,Yu, Chenggong,He, Feng,Xu, Wenfang,Wu, Jingde. "Design, synthesis, and preliminary bioactivity evaluation of N1-hydroxyterephthalamide derivatives with indole cap as novel histone deacetylase inhibitors". . p. 38 - 46. Retrieved 2016/12/16.