(R)-tert-butyl 2-isopropyl-4-(4-(methoxycarbonyl)-5-(methylsulfonyl)-2-nitrophenyl)-3-oxopiperazine-1-carboxylate

Base Information

• Chemical Name: (R)-tert-butyl 2-isopropyl-4-(4-(methoxycarbonyl)-5-(methylsulfonyl)-2-nitrophenyl)-3-oxopiperazine-1-carboxylate
• CAS No.: 1456693-06-3
• Molecular Formula: C₂₁H₂₉N₃O₉S
• Molecular Weight: 499.542
• Mol file: 1456693-06-3.mol

Synonyms:(R)-tert-butyl 2-isopropyl-4-(4-(methoxycarbonyl)-5-(methylsulfonyl)-2-nitrophenyl)-3-oxopiperazine-1-carboxylate

Chemical Property of (R)-tert-butyl 2-isopropyl-4-(4-(methoxycarbonyl)-5-(methylsulfonyl)-2-nitrophenyl)-3-oxopiperazine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-tert-butyl 2-isopropyl-4-(4-(methoxycarbonyl)-5-(methylsulfonyl)-2-nitrophenyl)-3-oxopiperazine-1-carboxylate

There total 8 articles about (R)-tert-butyl 2-isopropyl-4-(4-(methoxycarbonyl)-5-(methylsulfonyl)-2-nitrophenyl)-3-oxopiperazine-1-carboxylate 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: 85.4%

(R)-tert-butyl 2-isopropyl-4-(4-(methoxycarbonyl)-5-(methylthio)-2-nitrophenyl)-3-oxopiperazine-1-carboxylate (1456693-05-2) → (R)-tert-butyl 2-isopropyl-4-(4-(methoxycarbonyl)-5-(methylsulfonyl)-2-nitrophenyl)-3-oxopiperazine-1-carboxylate (1456693-06-3)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃;

Reference yield:

(R)-benzyl 2-isopropyl-3-oxopiperazine-1-carboxylate (1456693-02-9) → (R)-tert-butyl 2-isopropyl-4-(4-(methoxycarbonyl)-5-(methylsulfonyl)-2-nitrophenyl)-3-oxopiperazine-1-carboxylate (1456693-06-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 15% palladium on carbon; hydrogen / methanol / 20 °C

2.1: 20 °C

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / -10 °C / Inert atmosphere

3.2: 0.33 h / -30 - -20 °C

4.1: 1 h / 20 °C

5.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 °C

With 15% palladium on carbon; hydrogen; sodium hydride; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;

Reference yield:

(R)-benzyl (1-((2,2-dimethoxyethyl)amino)-3-methyl-1-oxobutan-2-yl)carbamate (1456693-00-7) → (R)-tert-butyl 2-isopropyl-4-(4-(methoxycarbonyl)-5-(methylsulfonyl)-2-nitrophenyl)-3-oxopiperazine-1-carboxylate (1456693-06-3)

Guidance literature:

Multi-step reaction with 7 steps

1.1: trifluoroacetic acid / 12 h / 20 °C

2.1: triethylsilane / 1,2-dichloro-ethane / 36 h / 20 °C / Reflux

3.1: 15% palladium on carbon; hydrogen / methanol / 20 °C

4.1: 20 °C

5.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / -10 °C / Inert atmosphere

5.2: 0.33 h / -30 - -20 °C

6.1: 1 h / 20 °C

7.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 °C

With triethylsilane; 15% palladium on carbon; hydrogen; sodium hydride; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In methanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; mineral oil;

upstream raw materials:

N-[(benzyloxy)carbonyl]-D-valine

(R)-benzyl (1-((2,2-dimethoxyethyl)amino)-3-methyl-1-oxobutan-2-yl)carbamate

(R)-benzyl 2-isopropyl-3-oxo-3,4-dihydropyrazine-1(2H)-carboxylate

(R)-benzyl 2-isopropyl-3-oxopiperazine-1-carboxylate

Downstream raw materials:

(R)-tert-butyl 4-(2-amino-4-(methoxycarbonyl)-5-(methylsulfonyl)phenyl)-2-isopropyl-3-oxopiperazine-1-carboxylate

(R)-methyl 1-isopropyl-7-(methylsulfonyl)-1,2,3,4-tetrahydrobenzo[4,5]imidazo [1,2-a]pyrazine-8-carboxylate

(R)-methyl 1-isopropyl-7-(methylsulfonyl)-2-(4-(trifluoromethyl)pyrimidin-2-yl)-1,2,3,4-tetrahydrobenzo[4,5]imidazo[1,2-a]pyrazine-8-carboxylate