(R)-3-((S)-4-Benzyl-2-oxo-oxazolidine-3-carbonyl)-5-oxo-pentanoic acid tert-butyl ester

Base Information

• Chemical Name: (R)-3-((S)-4-Benzyl-2-oxo-oxazolidine-3-carbonyl)-5-oxo-pentanoic acid tert-butyl ester
• CAS No.: 300856-43-3
• Molecular Formula: C₂₀H₂₅NO₆
• Molecular Weight: 375.422
• Mol file: 300856-43-3.mol

Synonyms:(R)-3-((S)-4-Benzyl-2-oxo-oxazolidine-3-carbonyl)-5-oxo-pentanoic acid tert-butyl ester

Chemical Property of (R)-3-((S)-4-Benzyl-2-oxo-oxazolidine-3-carbonyl)-5-oxo-pentanoic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-3-((S)-4-Benzyl-2-oxo-oxazolidine-3-carbonyl)-5-oxo-pentanoic acid tert-butyl ester

There total 3 articles about (R)-3-((S)-4-Benzyl-2-oxo-oxazolidine-3-carbonyl)-5-oxo-pentanoic acid tert-butyl 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: 87.0%

(R)-tert-butyl 3-((S)-4-benzyl-2-oxooxazolidine-3-carbonyl)hex-5-enoate (179533-67-6) → (R)-3-((S)-4-Benzyl-2-oxo-oxazolidine-3-carbonyl)-5-oxo-pentanoic acid tert-butyl ester (300856-43-3)

Guidance literature:

With ozone; triphenylphosphine; In dichloromethane;

DOI:10.1016/S0960-894X(03)00313-5

Reference yield:

(S)-4-Benzyl-2-oxazolidinone (90719-32-7) → (R)-3-((S)-4-Benzyl-2-oxo-oxazolidine-3-carbonyl)-5-oxo-pentanoic acid tert-butyl ester (300856-43-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / PivCl; Et₃N; BuLi / tetrahydrofuran

2: 64 percent / LDA / tetrahydrofuran

3: 87 percent / O₃; PPh₃ / CH₂Cl₂

With n-butyllithium; pivaloyl chloride; ozone; triethylamine; triphenylphosphine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0960-894X(03)00313-5

Reference yield:

(4S)-4-benzyl-3-pent-4-enoyl-1,3-oxazolidin-2-one (104266-88-8) → (R)-3-((S)-4-Benzyl-2-oxo-oxazolidine-3-carbonyl)-5-oxo-pentanoic acid tert-butyl ester (300856-43-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / LDA / tetrahydrofuran

2: 87 percent / O₃; PPh₃ / CH₂Cl₂

With ozone; triphenylphosphine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0960-894X(03)00313-5

upstream raw materials:

(R)-tert-butyl 3-((S)-4-benzyl-2-oxooxazolidine-3-carbonyl)hex-5-enoate

(S)-4-Benzyl-2-oxazolidinone

(4S)-4-benzyl-3-pent-4-enoyl-1,3-oxazolidin-2-one

Downstream raw materials:

(R)-3-((S)-4-Benzyl-2-oxo-oxazolidine-3-carbonyl)-5-(4-benzyloxy-phenylamino)-pentanoic acid tert-butyl ester

(S)-4-Benzyl-3-(2-{(R)-1-[4-(2-methyl-quinolin-4-ylmethoxy)-phenyl]-2-oxo-pyrrolidin-3-yl}-propionyl)-oxazolidin-2-one

(S)-4-Benzyl-3-{2-[(R)-1-(4-benzyloxy-phenyl)-2-oxo-pyrrolidin-3-yl]-acetyl}-oxazolidin-2-one

(S)-4-Benzyl-3-{2-[(R)-1-(4-benzyloxy-phenyl)-2-oxo-pyrrolidin-3-yl]-propionyl}-oxazolidin-2-one