(2R,4R)-4-((1R,3R)-3-Amino-1-benzyl-2-hydroxy-4-phenyl-butylcarbamoyl)-2-benzyl-3-hydroxy-5-phenyl-pentanoic acid allyl ester

Base Information

• Chemical Name: (2R,4R)-4-((1R,3R)-3-Amino-1-benzyl-2-hydroxy-4-phenyl-butylcarbamoyl)-2-benzyl-3-hydroxy-5-phenyl-pentanoic acid allyl ester
• CAS No.: 727985-24-2
• Molecular Formula: C₃₉H₄₄N₂O₅
• Molecular Weight: 620.789
• Mol file: 727985-24-2.mol

Synonyms:

Chemical Property of (2R,4R)-4-((1R,3R)-3-Amino-1-benzyl-2-hydroxy-4-phenyl-butylcarbamoyl)-2-benzyl-3-hydroxy-5-phenyl-pentanoic acid allyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,4R)-4-((1R,3R)-3-Amino-1-benzyl-2-hydroxy-4-phenyl-butylcarbamoyl)-2-benzyl-3-hydroxy-5-phenyl-pentanoic acid allyl ester

There total 3 articles about (2R,4R)-4-((1R,3R)-3-Amino-1-benzyl-2-hydroxy-4-phenyl-butylcarbamoyl)-2-benzyl-3-hydroxy-5-phenyl-pentanoic 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:

(2R,4R)-2,4-Dibenzyl-3-hydroxy-pentanedioic acid allyl ester (R)-2-tert-butoxycarbonylamino-1-((R)-1-tert-butoxycarbonylamino-2-phenyl-ethyl)-3-phenyl-propyl ester (475148-09-5) → (2R,4R)-4-((1R,3R)-3-Amino-1-benzyl-2-hydroxy-4-phenyl-butylcarbamoyl)-2-benzyl-3-hydroxy-5-phenyl-pentanoic acid allyl ester (727985-24-2)

Guidance literature:

(2R,4R)-2,4-Dibenzyl-3-hydroxy-pentanedioic acid allyl ester (R)-2-tert-butoxycarbonylamino-1-((R)-1-tert-butoxycarbonylamino-2-phenyl-ethyl)-3-phenyl-propyl ester; With hydrogenchloride; In ethyl acetate;

With N-ethyl-N,N-diisopropylamine; In toluene; at 50 ℃;

DOI:10.1016/S0040-4020(02)00204-1

Reference yield:

(2R,4R)-2,4-dibenzyl-3-hydroxypentanedioic acid (184377-91-1) → (2R,4R)-4-((1R,3R)-3-Amino-1-benzyl-2-hydroxy-4-phenyl-butylcarbamoyl)-2-benzyl-3-hydroxy-5-phenyl-pentanoic acid allyl ester (727985-24-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 86 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide HCl; 4-dimethylaminopyridine / CH₂Cl₂ / 15 h / 20 °C

2.1: i-PrMgCl / tetrahydrofuran; diethyl ether / 1 h / 0 °C

2.2: 50 percent / tetrahydrofuran; diethyl ether / 24 h / 20 °C

3.1: 4 M HCl / ethyl acetate

3.2: iPr₂NEt / toluene / 50 °C

With hydrogenchloride; dmap; isopropylmagnesium chloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate;

DOI:10.1016/S0040-4020(02)00204-1

Reference yield:

(R)-2-((R)-3-Benzyl-4-oxo-oxetan-2-yl)-3-phenyl-propionic acid allyl ester (475148-08-4) → (2R,4R)-4-((1R,3R)-3-Amino-1-benzyl-2-hydroxy-4-phenyl-butylcarbamoyl)-2-benzyl-3-hydroxy-5-phenyl-pentanoic acid allyl ester (727985-24-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: i-PrMgCl / tetrahydrofuran; diethyl ether / 1 h / 0 °C

1.2: 50 percent / tetrahydrofuran; diethyl ether / 24 h / 20 °C

2.1: 4 M HCl / ethyl acetate

2.2: iPr₂NEt / toluene / 50 °C

With hydrogenchloride; isopropylmagnesium chloride; In tetrahydrofuran; diethyl ether; ethyl acetate;

DOI:10.1016/S0040-4020(02)00204-1

upstream raw materials:

(2R,4R)-2,4-Dibenzyl-3-hydroxy-pentanedioic acid allyl ester (R)-2-tert-butoxycarbonylamino-1-((R)-1-tert-butoxycarbonylamino-2-phenyl-ethyl)-3-phenyl-propyl ester

(2R,4R)-2,4-dibenzyl-3-hydroxypentanedioic acid

(R)-2-((R)-3-Benzyl-4-oxo-oxetan-2-yl)-3-phenyl-propionic acid allyl ester