N-[(Phenylmethoxy)carbonyl]-L-alpha-glutamyl-L-histidine 1-(1,1-dimethylethyl) 2-methyl ester

Base Information

Chemical Name:N-[(Phenylmethoxy)carbonyl]-L-alpha-glutamyl-L-histidine 1-(1,1-dimethylethyl) 2-methyl ester
CAS No.:3967-22-4
Molecular Formula:C24H32N4O7
Molecular Weight:488.541
Hs Code.:
DSSTox Substance ID:DTXSID801122627

Synonyms:DTXSID801122627;N-[(Phenylmethoxy)carbonyl]-L-alpha-glutamyl-L-histidine 1-(1,1-dimethylethyl) 2-methyl ester;3967-22-4

Suppliers and Price of N-[(Phenylmethoxy)carbonyl]-L-alpha-glutamyl-L-histidine 1-(1,1-dimethylethyl) 2-methyl ester

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
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price

Total 1 raw suppliers

Chemical Property of N-[(Phenylmethoxy)carbonyl]-L-alpha-glutamyl-L-histidine 1-(1,1-dimethylethyl) 2-methyl ester

Chemical Property:

XLogP3:2.1
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:15
Exact Mass:488.22709937
Heavy Atom Count:35
Complexity:719

Purity/Quality:: 95% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(C)(C)OC(=O)CCC(C(=O)NC(CC1=CN=CN1)C(=O)OC)NC(=O)OCC2=CC=CC=C2
Isomeric SMILES:CC(C)(C)OC(=O)CC[C@@H](C(=O)N[C@@H](CC1=CN=CN1)C(=O)OC)NC(=O)OCC2=CC=CC=C2

Technology Process of N-[(Phenylmethoxy)carbonyl]-L-alpha-glutamyl-L-histidine 1-(1,1-dimethylethyl) 2-methyl ester

There total 2 articles about N-[(Phenylmethoxy)carbonyl]-L-alpha-glutamyl-L-histidine 1-(1,1-dimethylethyl) 2-methyl ester 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:

: 3886-08-6
5-tert-butyl N-benzyloxycarbonyl-L-glutamate

: 4467-54-3,5619-10-3,7389-87-9,18684-16-7,22888-60-4,32381-17-2,92742-29-5,100009-20-9
l-histidine methyl ester dihydrochloride

: 3967-22-4
N^α-benzyloxycarbonyl(γ-tert-butyl)glutamylhistidine methyl ester

Guidance literature:: With chloro-trimethyl-silane; chloroformic acid ethyl ester; triethylamine; Yield given. Multistep reaction; 1) CH₂Cl₂-DMF; 2) CH₂Cl_2.;
DOI:10.1007/BF00598358

Reference yield:

: 3967-22-4
N^α-benzyloxycarbonyl(γ-tert-butyl)glutamylhistidine methyl ester

Guidance literature:: Verb. XV, Histidinmethylester;
DOI:10.1002/hlca.19750580724

Reference yield:

: 3967-22-4
N^α-benzyloxycarbonyl(γ-tert-butyl)glutamylhistidine methyl ester

: 80714-61-0
H-Met-Glu-His-Phe-Pro-Gly-Pro

Guidance literature:: Multi-step reaction with 4 steps

1: 1) hydrogen, Pd black, HCl; 2) Et₃N, pivaloyl chloride / 1) DMFA, 2) CH₂Cl₂, 0 to -5 deg C, 12 h.

2: 89 percent / hydrazine hydrate / methanol / 11 h / Ambient temperature

3: 76 percent / 1) isoamyl nitrite, Et₃N, HCl / dioxane; CHCl₃; dimethylformamide / 1) 0 to 4 deg C, 12 h; 2) 20-25 deg C, 5 h.

4: 88 percent / CF₃COOH, dimethyl sulfide / various solvent(s) / 3 h / 30 °C

With hydrogenchloride; dimethylsulfide; hydrogen; pivaloyl chloride; hydrazine hydrate; palladium; triethylamine; trifluoroacetic acid; isopentyl nitrite; In 1,4-dioxane; methanol; chloroform; N,N-dimethyl-formamide;
DOI:10.1007/BF00598358