tert-butyl (S)-(3-((R)-4-benzyl-2-oxooxazolidin-3-yl)-2-(4-chlorophenyl)-3-oxopropyl)isopropylcarbamate

Base Information

• Chemical Name: tert-butyl (S)-(3-((R)-4-benzyl-2-oxooxazolidin-3-yl)-2-(4-chlorophenyl)-3-oxopropyl)isopropylcarbamate
• CAS No.: 1396256-89-5
• Molecular Formula: C₂₇H₃₃ClN₂O₅
• Molecular Weight: 501.022
• Mol file: 1396256-89-5.mol

Synonyms:tert-butyl (S)-(3-((R)-4-benzyl-2-oxooxazolidin-3-yl)-2-(4-chlorophenyl)-3-oxopropyl)isopropylcarbamate

Chemical Property of tert-butyl (S)-(3-((R)-4-benzyl-2-oxooxazolidin-3-yl)-2-(4-chlorophenyl)-3-oxopropyl)isopropylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (S)-(3-((R)-4-benzyl-2-oxooxazolidin-3-yl)-2-(4-chlorophenyl)-3-oxopropyl)isopropylcarbamate

There total 6 articles about tert-butyl (S)-(3-((R)-4-benzyl-2-oxooxazolidin-3-yl)-2-(4-chlorophenyl)-3-oxopropyl)isopropylcarbamate 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: 72.0%

tert-butyl isopropyl(methoxymethyl)carbamate (1189324-78-4) + (R)-4-benzyl-3-(2-(4-chlorophenyl)acetyl)oxazolidin-2-one (220041-96-3) → tert-butyl (S)-(3-((R)-4-benzyl-2-oxooxazolidin-3-yl)-2-(4-chlorophenyl)-3-oxopropyl)isopropylcarbamate (1396256-89-5)

Guidance literature:

(R)-4-benzyl-3-(2-(4-chlorophenyl)acetyl)oxazolidin-2-one; With titanium tetrachloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; toluene; at -78 ℃; for 0.25h;

tert-butyl isopropyl(methoxymethyl)carbamate; In dichloromethane; toluene; at -78 - 20 ℃; for 1.75h;

DOI:10.1021/jm301024w

Reference yield:

(R)-4-(phenylmethyl)-2-oxazolidinone (40217-17-2,90719-32-7,120574-96-1,102029-44-7) → tert-butyl (S)-(3-((R)-4-benzyl-2-oxooxazolidin-3-yl)-2-(4-chlorophenyl)-3-oxopropyl)isopropylcarbamate (1396256-89-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; toluene / 1 h / -78 - -20 °C

1.2: -78 - 20 °C

2.1: N-ethyl-N,N-diisopropylamine; titanium tetrachloride / dichloromethane; toluene / 0.25 h / -78 °C

2.2: 1.75 h / -78 - 20 °C

With n-butyllithium; titanium tetrachloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; toluene; 2.2: |Mannich Aminomethylation;

DOI:10.1021/jm301024w

Reference yield:

4-chlorophenacetyl chloride (25026-34-0) → tert-butyl (S)-(3-((R)-4-benzyl-2-oxooxazolidin-3-yl)-2-(4-chlorophenyl)-3-oxopropyl)isopropylcarbamate (1396256-89-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; toluene / 1 h / -78 - -20 °C

1.2: -78 - 20 °C

2.1: N-ethyl-N,N-diisopropylamine; titanium tetrachloride / dichloromethane; toluene / 0.25 h / -78 °C

2.2: 1.75 h / -78 - 20 °C

With n-butyllithium; titanium tetrachloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; toluene; 2.2: |Mannich Aminomethylation;

DOI:10.1021/jm301024w

upstream raw materials:

tert-butyl isopropyl(methoxymethyl)carbamate

(R)-4-benzyl-3-(2-(4-chlorophenyl)acetyl)oxazolidin-2-one

(R)-4-(phenylmethyl)-2-oxazolidinone

4-chlorophenacetyl chloride

Downstream raw materials:

C₂₉H₄₀ClN₅O₄

(S)-3-((tert-butoxycarbonyl)(isopropyl)amino)-2-(4-chlorophenyl)propionic acid

tert-butyl ((S)-2-(4-chlorophenyl)-3-(4-((5R,7R)-7-hydroxy-5-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)piperazin-1-yl)-3-oxopropyl)(isopropyl)carbamate

C₂₄H₃₁ClFN₅O