3-(1-Benzylimidazol-4-yl)-2-(phenylmethoxycarbonylamino)propanoic acid

Base Information

• Chemical Name: 3-(1-Benzylimidazol-4-yl)-2-(phenylmethoxycarbonylamino)propanoic acid
• CAS No.: 21929-66-8
• Molecular Formula: C21H21 N3 O4
• Molecular Weight: 379.415
• Hs Code.: 2933290090
• NSC Number: 169121
• DSSTox Substance ID: DTXSID70305099
• Mol file: 21929-66-8.mol

Synonyms:21929-66-8;3-(1-benzylimidazol-4-yl)-2-(phenylmethoxycarbonylamino)propanoic acid;NSC169121;N-Cbz-im-benzyl-L-histidine;DTXSID70305099;RSDRIMXAOFFQMC-UHFFFAOYSA-N;N-carbobenzyloxy-1-benzylhistidine;NSC-169121;1-Benzyl-N-[(benzyloxy)carbonyl]histidine #;FT-0772549;A815761;L-Histidine,N-[(phenylmethoxy)carbonyl]-1-(phenylmethyl)-;3-(1-benzylimidazol-4-yl)-2-(benzyloxycarbonylamino)propanoic acid

Chemical Property of 3-(1-Benzylimidazol-4-yl)-2-(phenylmethoxycarbonylamino)propanoic acid

Chemical Property:

• Vapor Pressure: 9.61E-18mmHg at 25°C
• Boiling Point: 649.3°Cat760mmHg
• Flash Point: 346.5°C
• PSA: 93.45000
• Density: 1.25g/cm³
• LogP: 3.24440
• Storage Temp.: −20°C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 379.15320616
• Heavy Atom Count: 28
• Complexity: 504

Purity/Quality:

97% ^*data from raw suppliers

N-alpha-Z-Nim-benzyl-L-histidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CN2C=C(N=C2)CC(C(=O)O)NC(=O)OCC3=CC=CC=C3

Technology Process of 3-(1-Benzylimidazol-4-yl)-2-(phenylmethoxycarbonylamino)propanoic acid

There total 2 articles about 3-(1-Benzylimidazol-4-yl)-2-(phenylmethoxycarbonylamino)propanoic acid 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:

1-benzyl-L-histidine (16832-24-9,103772-40-3,31534-22-2) + benzyl chloroformate (501-53-1,94274-21-2) → Nα-carbobenzoxy-Nim-benzyl-L-histidine (21929-66-8)

Guidance literature:

With sodium hydroxide; water;

DOI:10.1039/jr9550000232 DOI:10.1002/hlca.19560390127

Reference yield:

→ Nα-carbobenzoxy-Nim-benzyl-L-histidine (21929-66-8)

Guidance literature:

N¹-Benzyl-L-histidin, Chlorameisensaeure-benzylester, n-NaOH, 20grad;

Reference yield: 92.0%

Nα-carbobenzoxy-Nim-benzyl-L-histidine (21929-66-8) + para-thiocresol (106-45-6) → N-Cbz-N'-benzyl-L-histidine p-tolylthiol ester (1059596-74-5)

Guidance literature:

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In ethyl acetate; at 0 - 20 ℃;

DOI:10.1021/ol8018456

upstream raw materials:

1-benzyl-L-histidine

benzyl chloroformate

Downstream raw materials:

N-(1-benzyl-N^α-benzyloxycarbonyl-L-histidyl)-glycine-benzyl ester

1-benzyl-N^α-benzyloxycarbonyl-L-histidyl=>L-valyl=>L-tyrosine-methyl ester

benzyl-N-carboxy-L-histidine anhydride

N^α-carbobenzoxy-N^im-benzyl-L-histidine methyl ester hydrochloride