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

Base Information

• Chemical Name: (3S)-<amino>-1-chloro-4-phenyl-2-butanone
• CAS No.: 127231-59-8
• Molecular Formula: C₂₅H₃₇ClN₄O₆
• Molecular Weight: 525.045
• Mol file: 127231-59-8.mol

Synonyms:(3S)-<amino>-1-chloro-4-phenyl-2-butanone

Chemical Property of (3S)-<amino>-1-chloro-4-phenyl-2-butanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S)-<amino>-1-chloro-4-phenyl-2-butanone

There total 5 articles about (3S)-<amino>-1-chloro-4-phenyl-2-butanone 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:

(3S)-<amino>-1-chloro-4-phenyl-2-butanone (127231-58-7) → (3S)-<amino>-1-chloro-4-phenyl-2-butanone (127231-59-8)

Guidance literature:

Multi-step reaction with 2 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

With 4-methyl-morpholine; hydrogenchloride; benzotriazol-1-ol; In 1,4-dioxane;

DOI:10.1021/jm00099a008

Reference yield:

(3S)-3-amino-1-chloro-4-phenyl-2-butanone hydrochloride (34351-19-4) → (3S)-<amino>-1-chloro-4-phenyl-2-butanone (127231-59-8)

Guidance literature:

Multi-step reaction with 3 steps

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

2: 4 N HCl / dioxane / 1 h / Ambient temperature

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

With 4-methyl-morpholine; hydrogenchloride; benzotriazol-1-ol; In 1,4-dioxane;

DOI:10.1021/jm00099a008

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → (3S)-<amino>-1-chloro-4-phenyl-2-butanone (127231-59-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) N-methylmorpholine (NMM), isobutyl chloroformate / 1.) THF, -25 deg C, 5 min, 2.) THF, ether, -70 deg C to RT

2: 97 percent / 4 N HCl / dioxane / 1 h / Ambient temperature

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

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

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

With 4-methyl-morpholine; hydrogenchloride; benzotriazol-1-ol; isobutyl chloroformate; In 1,4-dioxane;

DOI:10.1021/jm00099a008

upstream raw materials:

N-tert-butoxycarbonyl-L-leucine

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:

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

(3S)-<(N-acetyl-O-benzylserinylleucinylasparaginyl)amino>-1-chloro-4-phenyl-2-butanone

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

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