Z-His(Z)-OH

Base Information

• Chemical Name: Z-His(Z)-OH
• CAS No.: 35016-67-2
• Molecular Formula: C22H21N3O6
• Molecular Weight: 423.425
• DSSTox Substance ID: DTXSID40521340
• Nikkaji Number: J1.380.736A
• Mol file: 35016-67-2.mol

Synonyms:Z-HIS(Z)-OH;35016-67-2;N,1-Bis-Cbz-L-histidine;(2S)-2-(phenylmethoxycarbonylamino)-3-(1-phenylmethoxycarbonylimidazol-4-yl)propanoic acid;CBZ-L-His(CBZ)-OH;1,N-dicarbobenzoxy-L-histidine;SCHEMBL9394394;DTXSID40521340;FGLXUCKEBNGNEL-IBGZPJMESA-N;N,N'-dibenzyloxycarbonyl histidine;(S)-3-(1-((Benzyloxy)carbonyl)-1H-imidazol-4-yl)-2-(((benzyloxy)carbonyl)amino)propanoic acid;BS-32319;N,1-Bis[(benzyloxy)carbonyl]-L-histidine;(S)-3-(1-(benzyloxycarbonyl)-1H-imidazol-4-yl)-2-(benzyloxycarbonylamino)propanoic acid

Chemical Property of Z-His(Z)-OH

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 10
• Exact Mass: 423.14303540
• Heavy Atom Count: 31
• Complexity: 604

Purity/Quality:

98.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)NC(CC2=CN(C=N2)C(=O)OCC3=CC=CC=C3)C(=O)O
• Isomeric SMILES: C1=CC=C(C=C1)COC(=O)N[C@@H](CC2=CN(C=N2)C(=O)OCC3=CC=CC=C3)C(=O)O

Technology Process of Z-His(Z)-OH

There total 9 articles about Z-His(Z)-OH 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:

benzylpentachlorophenyl carbonate (13795-28-3) + L-histidine (71-00-1) → N-[(benzyloxy)carbonyl]-L-histidine (14997-58-1) + Z-His(imZ)-OH (35016-67-2)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given;

Reference yield:

benzyl 4-nitrophenyl carbonate (13795-24-9) + L-histidine (71-00-1) → N-[(benzyloxy)carbonyl]-L-histidine (14997-58-1) + Z-His(imZ)-OH (35016-67-2)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given;

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) + L-histidine (71-00-1) → N-[(benzyloxy)carbonyl]-L-histidine (14997-58-1) + Z-His(imZ)-OH (35016-67-2)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given;

upstream raw materials:

benzyl chloroformate

L-histidine

N-(Benzyloxycarbonyloxy)succinimide

benzylpentachlorophenyl carbonate

Downstream raw materials:

1,N^α-bis-benzyloxycarbonyl-histidine methyl ester

N-(1,N^α-bis-benzyloxycarbonyl-L-histidyl)-glycine-methyl ester

N-[(benzyloxy)carbonyl]-L-histidine

N^α,N^im-dicarbobenzoxy-L-histidine p-nitrophenyl ester