Z-ALA-HIS-OME

Base Information

• Chemical Name: Z-ALA-HIS-OME
• CAS No.: 32303-82-5
• Molecular Formula: C18H22 N4 O5
• Molecular Weight: 374.39
• Mol file: 32303-82-5.mol

Synonyms:Histidine,N-(N-carboxy-L-alanyl)-, N-benzyl methyl ester, L- (8CI); L-Histidine, N-[N-[(phenylmethoxy)carbonyl]-L-alanyl]-,methyl ester; Benzyloxycarbonyl-L-alanyl-L-histidine methyl ester

Chemical Property of Z-ALA-HIS-OME

Chemical Property:

• PSA: 129.39000
• LogP: 1.96960
• Storage Temp.: -15°C

Purity/Quality:

98%Min ^*data from raw suppliers

Z-Ala-His-OMe ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Z-Ala-His-OMe is a useful research intermediate for the synthesis of other histidine-containing peptides.

Technology Process of Z-ALA-HIS-OME

There total 6 articles about Z-ALA-HIS-OME 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%

N-benzyloxycarbonylalanine (4132-86-9,26607-51-2,1142-20-7) + l-histidine methyl ester dihydrochloride (4467-54-3,5619-10-3,7389-87-9,18684-16-7,22888-60-4,32381-17-2,92742-29-5,100009-20-9) → Z-D-Ala-L-Hys-OMe (70614-45-8) + benzyloxycarbonyl-(S)-alanyl-(S)-histidine methyl ester (32303-82-5)

Guidance literature:

With 4-methyl-morpholine; DMT*brucine tetrafluoroborate; brucine; In acetonitrile; at 0 - 20 ℃; optical yield given as %ee; enantioselective reaction;

DOI:10.1021/ol802691x

Reference yield: 70.0%

N-benzyloxycarbonyl-L-alanine (1142-20-7) + L-histidine methyl ester dihydrochloride (7389-87-9) → N-(Benzyloxycarbonyl-L-ananyl)-L-histidine methyl ester (32303-82-5)

Guidance literature:

With dicyclohexyl-carbodiimide;

DOI:10.1021/jo00012a019

Reference yield:

N-Cbz-Ala (1142-20-7) → benzyloxycarbonyl-(S)-alanyl-(S)-histidine methyl ester (32303-82-5)

Guidance literature:

Multi-step reaction with 2 steps

1: dicyclohexylcarbodiimide

2: Et₃N / CHCl₃ / Ambient temperature

With triethylamine; dicyclohexyl-carbodiimide; In chloroform;

upstream raw materials:

benzyloxycarbonylalanine p-nitrophenyl ester

l-histidine methyl ester dihydrochloride

N-Cbz-Ala

N-benzyloxycarbonylalanine

Downstream raw materials:

cyclo-Ala-His

N-(Benzyloxycarbonyl-L-ananyl)-L-histidine

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