δ-amino-γ-oxobenzenehexanoic acid hydrochloride

Base Information

• Chemical Name: δ-amino-γ-oxobenzenehexanoic acid hydrochloride
• CAS No.: 77982-74-2
• Molecular Formula: C₁₂H₁₅NO₃*ClH
• Molecular Weight: 257.717
• Mol file: 77982-74-2.mol

Synonyms:δ-amino-γ-oxobenzenehexanoic acid hydrochloride

Chemical Property of δ-amino-γ-oxobenzenehexanoic acid hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of δ-amino-γ-oxobenzenehexanoic acid hydrochloride

There total 4 articles about δ-amino-γ-oxobenzenehexanoic acid 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: 89.0%

δ-(benzoylamino)-γ-oxobenzenehexanoic acid (83148-55-4,83356-17-6) → δ-amino-γ-oxobenzenehexanoic acid hydrochloride (77982-74-2)

Guidance literature:

With hydrogenchloride; In water; acetic acid; for 6h; Heating;

DOI:10.1021/jm00140a010

Reference yield: 72.5%

(R,S)-5-benzoylamino-4-oxo-6-phenylhexanoic acid methyl ester (77982-73-1) → δ-amino-γ-oxobenzenehexanoic acid hydrochloride (77982-74-2)

Guidance literature:

With hydrogenchloride; In water; acetic acid; at 120 ℃; for 20h;

DOI:10.1021/jm00152a020

Reference yield:

4-benzyl-2-phenyl-2-oxazolin-5-one (5874-61-3,21453-79-2,51127-19-6,75658-67-2) → δ-amino-γ-oxobenzenehexanoic acid hydrochloride (77982-74-2)

Guidance literature:

Multi-step reaction with 4 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

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

DOI:10.1021/jm00353a005

upstream raw materials:

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

δ-(benzoylamino)-γ-oxobenzenehexanoic acid

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

2-Phenyl-4-benzyl-4-β-carbomethoxypropionyloxazolone

Downstream raw materials:

6-phenyl-5-<(tert-butoxycarbonyl)amino>-4-oxohexanoic acid

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

Boc-pGlu-Phe-(RS)Pheψ(COCH2)Gly-Leu-Met-NH2

pGlu-Phe-(RS)Pheψ(COCH2)Gly-Leu-Met-NH2

Refernces

• 1、 Marastoni,Balboni,Salvadori,Sarto,Tomatis. "Structure-activity relationships of dermorphin tetrapeptides carrying a ketomethylene linkage". . p. 1630 - 1632. Retrieved 2007/10/02.
• 2、 Meyer,Nicolaides,Tinney,Lunney,Holmes,Hoefle,Smith,Essenburg,Kaplan,Almquist. "Novel synthesis of (S)-1-[5-(benzoylamino)-1,4-dioxo-6-phenylhexyl]-L-proline and analogues: Potent angiotensin converting enzyme inhibitors". . p. 964 - 969. Retrieved 2007/10/02.