(S)-2-((S)-2-Acetylamino-4-methyl-pentanoylamino)-N¹-((S)-1-benzyl-3-chloro-2-oxo-propyl)-succinamide

Base Information

• Chemical Name: (S)-2-((S)-2-Acetylamino-4-methyl-pentanoylamino)-N¹-((S)-1-benzyl-3-chloro-2-oxo-propyl)-succinamide
• CAS No.: 137150-40-4
• Molecular Formula: C₂₂H₃₁ClN₄O₅
• Molecular Weight: 466.965
• Mol file: 137150-40-4.mol

Synonyms:(S)-2-((S)-2-Acetylamino-4-methyl-pentanoylamino)-N¹-((S)-1-benzyl-3-chloro-2-oxo-propyl)-succinamide

Chemical Property of (S)-2-((S)-2-Acetylamino-4-methyl-pentanoylamino)-N¹-((S)-1-benzyl-3-chloro-2-oxo-propyl)-succinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-((S)-2-Acetylamino-4-methyl-pentanoylamino)-N¹-((S)-1-benzyl-3-chloro-2-oxo-propyl)-succinamide

There total 7 articles about (S)-2-((S)-2-Acetylamino-4-methyl-pentanoylamino)-N¹-((S)-1-benzyl-3-chloro-2-oxo-propyl)-succinamide 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:

(S)-2-((S)-2-Amino-4-methyl-pentanoylamino)-N1-((S)-1-benzyl-3-chloro-2-oxo-propyl)-succinamide + acetyl chloride (75-36-5) → (S)-2-((S)-2-Acetylamino-4-methyl-pentanoylamino)-N1-((S)-1-benzyl-3-chloro-2-oxo-propyl)-succinamide (137150-40-4)

Guidance literature:

With 4-methyl-morpholine;

DOI:10.1021/jm00167a003

Reference yield:

(3S)-<amino>-1-chloro-4-phenyl-2-butanone (127231-59-8) → (S)-2-((S)-2-Acetylamino-4-methyl-pentanoylamino)-N1-((S)-1-benzyl-3-chloro-2-oxo-propyl)-succinamide (137150-40-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 4 N HCl / dioxane / 1 h / Ambient temperature

2: triethylamine, DCM / dimethylformamide / 2 h / 0 - 20 °C

With hydrogenchloride; 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran; triethylamine; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1021/jm00099a008

Reference yield:

(3S)-<amino>-1-chloro-4-phenyl-2-butanone (127231-58-7) → (S)-2-((S)-2-Acetylamino-4-methyl-pentanoylamino)-N1-((S)-1-benzyl-3-chloro-2-oxo-propyl)-succinamide (137150-40-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 4 N HCl / dioxane / 1 h / Ambient temperature

2: 1.) hydroxybenzotriazole (HOBt), EDCI, 2.) N-methylmorpholine (NMM) / 1.) DMF, 40 min, 2.) DMF, a) 0 deg C, 2 h, b) RT, overnight

3: 4 N HCl / dioxane / 1 h / Ambient temperature

4: triethylamine, DCM / dimethylformamide / 2 h / 0 - 20 °C

With 4-methyl-morpholine; hydrogenchloride; 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran; benzotriazol-1-ol; triethylamine; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1021/jm00099a008

upstream raw materials:

acetyl chloride

N-tert-butoxycarbonyl-L-phenylalanine

(3S)-tert-butyl 1-benzyl-3-diazo-2-oxopropylcarbamate

(3S)-3-amino-1-chloro-4-phenyl-2-butanone hydrochloride

Downstream raw materials:

Ac-Leu-Asn--Ile-Val-OMe

Ac-Leu-Asn--Ile-OMe