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

Base Information

• Chemical Name: (R)-2-((R)-3-Benzyl-4-oxo-oxetan-2-yl)-3-phenyl-propionic acid allyl ester
• CAS No.: 475148-08-4
• Molecular Formula: C₂₂H₂₂O₄
• Molecular Weight: 350.414
• Mol file: 475148-08-4.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about (R)-2-((R)-3-Benzyl-4-oxo-oxetan-2-yl)-3-phenyl-propionic 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: 86.0%

allyl alcohol (107-18-6) + (2R,4R)-2,4-dibenzyl-3-hydroxypentanedioic acid (184377-91-1) → (R)-2-((R)-3-Benzyl-4-oxo-oxetan-2-yl)-3-phenyl-propionic acid allyl ester (475148-08-4)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 15h;

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

Reference yield: 50.0%

((1R,3R)-1-Benzyl-3-tert-butoxycarbonylamino-2-hydroxy-4-phenyl-butyl)-carbamic acid tert-butyl ester (475148-13-1) + (R)-2-((R)-3-Benzyl-4-oxo-oxetan-2-yl)-3-phenyl-propionic acid allyl ester (475148-08-4) → (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)

Guidance literature:

((1R,3R)-1-Benzyl-3-tert-butoxycarbonylamino-2-hydroxy-4-phenyl-butyl)-carbamic acid tert-butyl ester; With isopropylmagnesium chloride; In tetrahydrofuran; diethyl ether; at 0 ℃; for 1h;

(R)-2-((R)-3-Benzyl-4-oxo-oxetan-2-yl)-3-phenyl-propionic acid allyl ester; In tetrahydrofuran; diethyl ether; at 20 ℃; for 24h;

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

Guidance literature:

Multi-step reaction with 3 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

3.1: PPh₃; HCOOH; Et₃N / Pd(OAc)2 / 20 °C

With hydrogenchloride; formic acid; isopropylmagnesium chloride; triethylamine; triphenylphosphine; palladium diacetate; In tetrahydrofuran; diethyl ether; ethyl acetate;

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

upstream raw materials:

allyl alcohol

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

Downstream 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

(3R,6R,8R)-2-((R)-1-Amino-2-phenyl-ethyl)-3,6,8-tribenzyl-7-hydroxy-[1,4]oxazonane-5,9-dione

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

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