N-[(benzyloxy)carbonyl]-3-phenyl-L-alanyl-N5-carbamoyl-N-(p-nitrophenyl)-L-ornithinamide

Base Information

• Chemical Name: N-[(benzyloxy)carbonyl]-3-phenyl-L-alanyl-N5-carbamoyl-N-(p-nitrophenyl)-L-ornithinamide
• CAS No.: 83590-79-8
• Molecular Formula: C29H32 N6 O7
• Molecular Weight: 576.609
• Mol file: 83590-79-8.mol

Synonyms:(Benzyloxycarbonyl)phenylalanylcitrullinep-nitroanilide

Chemical Property of N-[(benzyloxy)carbonyl]-3-phenyl-L-alanyl-N5-carbamoyl-N-(p-nitrophenyl)-L-ornithinamide

Chemical Property:

• Vapor Pressure: 1.01E-28mmHg at 25°C
• Boiling Point: 843.8°C at 760 mmHg
• Flash Point: 464.1°C
• PSA: 197.47000
• Density: 1.331g/cm³
• LogP: 5.47350

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-[(benzyloxy)carbonyl]-3-phenyl-L-alanyl-N5-carbamoyl-N-(p-nitrophenyl)-L-ornithinamide

There total 2 articles about N-[(benzyloxy)carbonyl]-3-phenyl-L-alanyl-N5-carbamoyl-N-(p-nitrophenyl)-L-ornithinamide 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: 61.0%

N-benzyloxycarbonyl-L-phenylalanine p-nitrophenyl ester (2578-84-9) + L-citrulline p-nitroanilide hydrobromide (83575-39-7) → benzyloxycarbonyl-L-phenylalanyl-L-citrulline p-nitroanilide (83590-79-8)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; for 18h; Ambient temperature;

DOI:10.1016/0040-4020(82)80232-9

Reference yield:

Nα-benzyloxycarbonyl-L-citrulline p-nitroanilide (83575-37-5) → benzyloxycarbonyl-L-phenylalanyl-L-citrulline p-nitroanilide (83590-79-8)

Guidance literature:

Multi-step reaction with 2 steps

1: HBr in HOAc / acetic acid / 1.5 h / Ambient temperature

2: 61 percent / triethylamine / dimethylformamide / 18 h / Ambient temperature

With hydrogen bromide; triethylamine; In acetic acid; N,N-dimethyl-formamide;

DOI:10.1016/0040-4020(82)80232-9

Reference yield:

benzyloxycarbonyl-L-phenylalanyl-L-citrulline p-nitroanilide (83590-79-8) → benzyloxycarbonyl-glycyl-glycyl-L-phenylalanyl-L-citrulline p-nitroanilide (83575-49-9)

Guidance literature:

Multi-step reaction with 2 steps

1: HBr in HOAc / 1.67 h

2: 12 percent / N-ethylmorpholine, 1-hydroxybenzotriazole / dimethylformamide / 0.5 h / Ambient temperature

With N-ethylmorpholine;; hydrogen bromide; benzotriazol-1-ol; In N,N-dimethyl-formamide;

DOI:10.1016/0040-4020(82)80232-9

upstream raw materials:

N-benzyloxycarbonyl-L-phenylalanine p-nitrophenyl ester

L-citrulline p-nitroanilide hydrobromide

Nα-benzyloxycarbonyl-L-citrulline p-nitroanilide

Downstream raw materials:

L-phenylalanyl-L-citrulline p-nitroanilide hydrobromide

benzyloxycarbonyl-glycyl-glycyl-L-phenylalanyl-L-citrulline p-nitroanilide

Refernces