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

Base Information

• Chemical Name: [(S)-5-[(S)-2-((R)-2-Allyloxycarbonylamino-propionylamino)-3-phenyl-propionylamino]-5-(2-chloro-4-hydroxymethyl-phenylcarbamoyl)-pentyl]-carbamic acid allyl ester
• CAS No.: 253863-27-3
• Molecular Formula: C₃₃H₄₂ClN₅O₈
• Molecular Weight: 672.178
• Mol file: 253863-27-3.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 11 articles about [(S)-5-[(S)-2-((R)-2-Allyloxycarbonylamino-propionylamino)-3-phenyl-propionylamino]-5-(2-chloro-4-hydroxymethyl-phenylcarbamoyl)-pentyl]-carbamic acid allyl 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: 55.0%

(4-amino-3-chlorophenyl)methanol (113372-69-3) + C31H44N4O10 → [(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)

Guidance literature:

With 4-methyl-morpholine; In tetrahydrofuran; for 2h;

DOI:10.1021/jm9910472

Reference yield:

4-amino-3-chlorobenzonitrile (21803-75-8) → [(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)

Guidance literature:

Multi-step reaction with 4 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

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

DOI:10.1021/jm9910472

Reference yield:

4-amino-3-chlorobenzoic acid (2486-71-7) → [(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)

Guidance literature:

Multi-step reaction with 3 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

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

DOI:10.1021/jm9910472

upstream raw materials:

(4-amino-3-chlorophenyl)methanol

4-amino-3-chlorobenzonitrile

4-amino-3-chlorobenzoic acid

methyl 4-amino-3-chlorobenzoate

Downstream raw materials:

C₆₁H₆₉ClN₆O₂₀

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