hydrochloride of methyl ester of glycylglycyl-L-phenylalanyl-L-methionine

Base Information

• Chemical Name: hydrochloride of methyl ester of glycylglycyl-L-phenylalanyl-L-methionine
• CAS No.: 70035-46-0
• Molecular Formula: C₁₉H₂₈N₄O₅S*ClH
• Molecular Weight: 460.982
• Mol file: 70035-46-0.mol

Synonyms:hydrochloride of methyl ester of glycylglycyl-L-phenylalanyl-L-methionine

Chemical Property of hydrochloride of methyl ester of glycylglycyl-L-phenylalanyl-L-methionine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of hydrochloride of methyl ester of glycylglycyl-L-phenylalanyl-L-methionine

There total 17 articles about hydrochloride of methyl ester of glycylglycyl-L-phenylalanyl-L-methionine 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: 95.0%

N-tert-Butyloxycarbonyl-glycyl-glycyl-L-phenylalanyl-L-methionin-methylester (70035-45-9) → hydrochloride of methyl ester of glycylglycyl-L-phenylalanyl-L-methionine (70035-46-0)

Guidance literature:

With hydrogenchloride; acetic acid; for 1h;

DOI:10.1248/cpb.46.1672

Reference yield:

Methyl ester of N-t-butyloxycarbonyl-L-phenylalanyl-L-methionine (40290-63-9) → hydrochloride of methyl ester of glycylglycyl-L-phenylalanyl-L-methionine (70035-46-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / 1.5 N HCl/AcOH

2: 97 percent / HOBt*H₂O, NEt₃ / dimethylformamide / 23 h

3: 95 percent / 1.5 N HCl/AcOH / 1 h

With hydrogenchloride; benzotriazol-1-ol; acetic acid; triethylamine; In N,N-dimethyl-formamide;

DOI:10.1248/cpb.46.1672

Reference yield:

N-(diphenylphosphinoyl)glycylglycylphenylalanylmethionine methyl ester (148715-93-9) → hydrochloride of methyl ester of glycylglycyl-L-phenylalanyl-L-methionine (70035-46-0)

Guidance literature:

With hydrogenchloride; In methanol; at 35 ℃; for 0.5h;

upstream raw materials:

N-tert-Butyloxycarbonyl-glycyl-glycyl-L-phenylalanyl-L-methionin-methylester

N-(diphenylphosphinoyl)glycylglycylphenylalanylmethionine methyl ester

N-tert-butoxycarbonyl-L-phenylalanine

Methyl ester of N-t-butyloxycarbonyl-L-phenylalanyl-L-methionine

Downstream raw materials:

methyl ester of N,O-di-t-butyloxycarbonyl-L-tyrosylglycylglycyl-L-phenylalanyl-L-methionine

tert-Butyloxycarbonyl-O-benzyl-L-tyrosyl-glycyl-glycyl-L-phenylalanyl-L-methionin

TFA-NH₃-Tyr-Gly-Gly-Phe-Met-OH

Boc-Tyr(tert.-Bu)-Gly-Gly-Phe-Met

Refernces

• 1、 Masiukif.wicx, Elzbieta,Rzeszotarska, Barbara. "Convenient high yielding gram scale solution synthesis of methionine-enkephalin". . p. 1672 - 1675. Retrieved 2007/10/03.
• 2、 Plucinski, Tomasz,Kupryszewski, Gotfryd. "O-(N-ACYLAMINOACYL)-2-PYRIDYLMETHYLKETOXIMES AND THEIR USE IN PEPTIDE SYNTHESIS". . p. 573 - 582. Retrieved 2007/10/02.