methyl 5-amino-4-oxo-6-phenylhexanoate hydrochloride

Base Information

• Chemical Name: methyl 5-amino-4-oxo-6-phenylhexanoate hydrochloride
• CAS No.: 100242-07-7
• Molecular Formula: C₁₃H₁₇NO₃*ClH
• Molecular Weight: 271.744
• Mol file: 100242-07-7.mol

Synonyms:methyl 5-amino-4-oxo-6-phenylhexanoate hydrochloride

Chemical Property of methyl 5-amino-4-oxo-6-phenylhexanoate hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 5-amino-4-oxo-6-phenylhexanoate hydrochloride

There total 5 articles about methyl 5-amino-4-oxo-6-phenylhexanoate hydrochloride 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:

(R,S)-5-benzoylamino-4-oxo-6-phenylhexanoic acid methyl ester (77982-73-1) → methyl 5-amino-4-oxo-6-phenylhexanoate hydrochloride (100242-07-7)

Guidance literature:

With hydrogenchloride; triethyloxonium fluoroborate; Yield given. Multistep reaction; 1.) CH₂Cl₂, 60 deg C, 3 days, 2.) dioxane;

DOI:10.1021/jm00397a026

Reference yield:

4-benzyl-2-phenyl-2-oxazolin-5-one (5874-61-3,21453-79-2,51127-19-6,75658-67-2) → methyl 5-amino-4-oxo-6-phenylhexanoate hydrochloride (100242-07-7)

Guidance literature:

Multi-step reaction with 5 steps

1: Et₃N / tetrahydrofuran / 16 h / Ambient temperature

2: pyridine, HOAc / 1 h / 100 °C

3: 0.5 N aq. NaOH / tetrahydrofuran / 4 h / Ambient temperature

4: 78 percent / conc. aq. HCl, acetic acid / 24 h / Heating

5: HCl / 18 h

With pyridine; hydrogenchloride; sodium hydroxide; acetic acid; triethylamine; In tetrahydrofuran;

DOI:10.1021/jm00353a005

Reference yield:

2-Phenyl-4-benzyl-4-β-carbomethoxypropionyloxazolone (83084-67-7) → methyl 5-amino-4-oxo-6-phenylhexanoate hydrochloride (100242-07-7)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine, HOAc / 1 h / 100 °C

2: 0.5 N aq. NaOH / tetrahydrofuran / 4 h / Ambient temperature

3: 78 percent / conc. aq. HCl, acetic acid / 24 h / Heating

4: HCl / 18 h

With pyridine; hydrogenchloride; sodium hydroxide; acetic acid; In tetrahydrofuran;

DOI:10.1021/jm00353a005

upstream raw materials:

methanol

δ-amino-γ-oxobenzenehexanoic acid hydrochloride

(R,S)-5-benzoylamino-4-oxo-6-phenylhexanoic acid methyl ester

4-benzyl-2-phenyl-2-oxazolin-5-one

Downstream raw materials:

5-Hexanoylamino-4-oxo-6-phenyl-hexanoic acid methyl ester

methyl 5-<(n-butyloxycarbonyl)amino>-4-oxo-6-phenylhexanoate

5-Octanoylamino-4-oxo-6-phenyl-hexanoic acid methyl ester

(S)-1-((S)-5-Decanoylamino-4-oxo-6-phenyl-hexanoyl)-pyrrolidine-2-carboxylic acid

Refernces

• 1、 Marastoni,Balboni,Salvadori,Sarto,Tomatis. "Structure-activity relationships of dermorphin tetrapeptides carrying a ketomethylene linkage". . p. 1630 - 1632. Retrieved 2007/10/02.