Z-HIS-OME

Base Information

• Chemical Name: Z-HIS-OME
• CAS No.: 15545-10-5
• Molecular Formula: C15H17 N3 O4
• Molecular Weight: 303.318
• Hs Code.: 2933290090
• Mol file: 15545-10-5.mol

Synonyms:Histidine,N-carboxy-, N-benzyl methyl ester, L- (8CI); Cbz-His-OMe;N-Benzyloxycarbonyl-L-histidine methyl ester

Chemical Property of Z-HIS-OME

Chemical Property:

• Boiling Point: 564.4±50.0 °C(Predicted)
• PKA: 10.62±0.46(Predicted)
• PSA: 93.31000
• Density: 1.281±0.06 g/cm3(Predicted)
• LogP: 1.81110
• Storage Temp.: Store at 0-5°C

Purity/Quality:

98%Min ^*data from raw suppliers

Z-His-ome ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Z-HIS-OME

There total 13 articles about Z-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: 92.7%

benzyl chloroformate (501-53-1,94274-21-2) + L-histidine methyl ester dihydrochloride (7389-87-9) → Nα-Z-His-OMe (15545-10-5)

Guidance literature:

With triethylamine; In dichloromethane; for 0.5h; Ambient temperature;

DOI:10.1039/P19960002139

Reference yield: 87.0%

N,Nimid-biscarbonylbenzyloxy-L-histidine methyl ester (392232-75-6) → Nα-Z-His-OMe (15545-10-5)

Guidance literature:

With dimethylamine borane; potassium carbonate; triphenylphosphine; bis(triphenylphosphine)nickel(II) chloride; In acetonitrile; at 40 ℃;

DOI:10.1021/ol016693l

Reference yield: 80.0%

1,Nα-bis-benzyloxycarbonyl-histidine methyl ester (40917-50-8) → Z-His-OMe (15545-10-5)

Guidance literature:

With sodium hydroxide; In methanol; at -20 ℃; for 0.00833333h;

DOI:10.1016/0968-0896(95)00183-2

upstream raw materials:

3-benzyloxycarbonyl-1,3-thiazolidine-2-thione

histidine methyl ester hydrochloride

di-tert-butyl dicarbonate

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

Downstream raw materials:

N(α)-benzyloxycarbonyl-N(?)-tert-butyloxycarbonyl-L-histidine methyl ester

N(α)-benzyloxycarbonyl-N(τ)-tert-butyloxycarbonyl-L-histidine methyl ester

N(α)-benzyloxycarbonyl-N(Im)-diphenyl-4-pyridylmethyl-L-histidine methyl ester

N^α-benzyloxycarbonyl-N^im-triphenylmethyl-L-histidine methyl ester

Refernces

• 1、 Aurelio, Luigi,Box, John S.,Brownlee, Robert T. C.,Hughes, Andrew B.,Sleebs, Marianne M.. "An efficient synthesis of N-methyl amino acids by way of intermediate 5-oxazolidinones". . p. 2652 - 2667. Retrieved 2007/10/03.
• 2、 Lipshutz, Bruce H.,Pfeiffer, Steven S.,Reed, Anthony B.. "Selective cleavage of Cbz-protected amines". . p. 4145 - 4148. Retrieved 2007/10/03.