Carbonic acid 4-{(S)-6-allyloxycarbonylamino-2-[(S)-2-((R)-2-allyloxycarbonylamino-propionylamino)-3-phenyl-propionylamino]-hexanoylamino}-3-chloro-benzyl ester 4-nitro-phenyl ester

Base Information

• Chemical Name: Carbonic acid 4-{(S)-6-allyloxycarbonylamino-2-[(S)-2-((R)-2-allyloxycarbonylamino-propionylamino)-3-phenyl-propionylamino]-hexanoylamino}-3-chloro-benzyl ester 4-nitro-phenyl ester
• CAS No.: 253863-31-9
• Molecular Formula: C₄₀H₄₅ClN₆O₁₂
• Molecular Weight: 837.283
• Mol file: 253863-31-9.mol

Synonyms:Carbonic acid 4-{(S)-6-allyloxycarbonylamino-2-[(S)-2-((R)-2-allyloxycarbonylamino-propionylamino)-3-phenyl-propionylamino]-hexanoylamino}-3-chloro-benzyl ester 4-nitro-phenyl ester

Chemical Property of Carbonic acid 4-{(S)-6-allyloxycarbonylamino-2-[(S)-2-((R)-2-allyloxycarbonylamino-propionylamino)-3-phenyl-propionylamino]-hexanoylamino}-3-chloro-benzyl ester 4-nitro-phenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Carbonic acid 4-{(S)-6-allyloxycarbonylamino-2-[(S)-2-((R)-2-allyloxycarbonylamino-propionylamino)-3-phenyl-propionylamino]-hexanoylamino}-3-chloro-benzyl ester 4-nitro-phenyl ester

There total 13 articles about Carbonic acid 4-{(S)-6-allyloxycarbonylamino-2-[(S)-2-((R)-2-allyloxycarbonylamino-propionylamino)-3-phenyl-propionylamino]-hexanoylamino}-3-chloro-benzyl ester 4-nitro-phenyl ester 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: 96.0%

4-Nitrophenyl chloroformate (7693-46-1) + [(S)-5-[(S)-2-((R)-2-Allyloxycarbonylamino-propionylamino)-3-phenyl-propionylamino]-5-(2-chloro-4-hydroxymethyl-phenylcarbamoyl)-pentyl]-carbamic acid allyl ester (253863-27-3) → Carbonic acid 4-{(S)-6-allyloxycarbonylamino-2-[(S)-2-((R)-2-allyloxycarbonylamino-propionylamino)-3-phenyl-propionylamino]-hexanoylamino}-3-chloro-benzyl ester 4-nitro-phenyl ester (253863-31-9)

Guidance literature:

With pyridine; In tetrahydrofuran; dichloromethane; at 20 ℃; for 48h;

DOI:10.1021/jm9910472

Reference yield:

4-amino-3-chlorobenzonitrile (21803-75-8) → Carbonic acid 4-{(S)-6-allyloxycarbonylamino-2-[(S)-2-((R)-2-allyloxycarbonylamino-propionylamino)-3-phenyl-propionylamino]-hexanoylamino}-3-chloro-benzyl ester 4-nitro-phenyl ester (253863-31-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 50 percent aq. KOH / 19 h / Heating

2: conc. aq. HCl / methanol / 6 h / Heating

3: 48 percent / DIBALH / tetrahydrofuran; toluene / 16 h

4: 55 percent / N-methylmorpholine / tetrahydrofuran / 2 h

5: 96 percent / pyridine / tetrahydrofuran; CH₂Cl₂ / 48 h / 20 °C

With 4-methyl-morpholine; pyridine; hydrogenchloride; potassium hydroxide; diisobutylaluminium hydride; In tetrahydrofuran; methanol; dichloromethane; toluene; 1: Hydrolysis / 2: Esterification / 3: Reduction / 4: Substitution / 5: Substitution;

DOI:10.1021/jm9910472

Reference yield:

4-amino-3-chlorobenzoic acid (2486-71-7) → Carbonic acid 4-{(S)-6-allyloxycarbonylamino-2-[(S)-2-((R)-2-allyloxycarbonylamino-propionylamino)-3-phenyl-propionylamino]-hexanoylamino}-3-chloro-benzyl ester 4-nitro-phenyl ester (253863-31-9)

Guidance literature:

Multi-step reaction with 4 steps

1: conc. aq. HCl / methanol / 6 h / Heating

2: 48 percent / DIBALH / tetrahydrofuran; toluene / 16 h

3: 55 percent / N-methylmorpholine / tetrahydrofuran / 2 h

4: 96 percent / pyridine / tetrahydrofuran; CH₂Cl₂ / 48 h / 20 °C

With 4-methyl-morpholine; pyridine; hydrogenchloride; diisobutylaluminium hydride; In tetrahydrofuran; methanol; dichloromethane; toluene; 1: Esterification / 2: Reduction / 3: Substitution / 4: Substitution;

DOI:10.1021/jm9910472

upstream raw materials:

4-Nitrophenyl chloroformate

[(S)-5-[(S)-2-((R)-2-Allyloxycarbonylamino-propionylamino)-3-phenyl-propionylamino]-5-(2-chloro-4-hydroxymethyl-phenylcarbamoyl)-pentyl]-carbamic acid allyl ester

4-amino-3-chlorobenzonitrile

4-amino-3-chlorobenzoic acid

Downstream raw materials:

C₆₁H₆₉ClN₆O₂₀