(1S,2R,3R)-1-[5-(4-fluoro-2-nitrophenyl)thiophene-2-sulfonylamino]-2-methyl-3-phenylcyclopropanecarboxylic acid tert-butyl ester

Base Information

• Chemical Name: (1S,2R,3R)-1-[5-(4-fluoro-2-nitrophenyl)thiophene-2-sulfonylamino]-2-methyl-3-phenylcyclopropanecarboxylic acid tert-butyl ester
• CAS No.: 1288977-88-7
• Molecular Formula: C₂₅H₂₅FN₂O₆S₂
• Molecular Weight: 532.614
• Mol file: 1288977-88-7.mol

Synonyms:(1S,2R,3R)-1-[5-(4-fluoro-2-nitrophenyl)thiophene-2-sulfonylamino]-2-methyl-3-phenylcyclopropanecarboxylic acid tert-butyl ester

Chemical Property of (1S,2R,3R)-1-[5-(4-fluoro-2-nitrophenyl)thiophene-2-sulfonylamino]-2-methyl-3-phenylcyclopropanecarboxylic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2R,3R)-1-[5-(4-fluoro-2-nitrophenyl)thiophene-2-sulfonylamino]-2-methyl-3-phenylcyclopropanecarboxylic acid tert-butyl ester

There total 2 articles about (1S,2R,3R)-1-[5-(4-fluoro-2-nitrophenyl)thiophene-2-sulfonylamino]-2-methyl-3-phenylcyclopropanecarboxylic 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: 78.0%

(1S,2R,3R)-1-(5-bromothiophene-2-sulfonylamino)-2-methyl-3-phenylcyclopropanecarboxylic acid tert-butyl ester + 2-(4-fluoro-2-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1288978-82-4) → (1S,2R,3R)-1-[5-(4-fluoro-2-nitrophenyl)thiophene-2-sulfonylamino]-2-methyl-3-phenylcyclopropanecarboxylic acid tert-butyl ester (1288977-88-7)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate; In 1,2-dimethoxyethane; at 100 ℃; for 12h; Inert atmosphere;

DOI:10.1021/jm101609j

Reference yield:

(1S,2R,3R)-1-amino-2-methyl-3-phenylcyclopropanecarboxylic acid tert-butyl ester (856448-69-6) → (1S,2R,3R)-1-[5-(4-fluoro-2-nitrophenyl)thiophene-2-sulfonylamino]-2-methyl-3-phenylcyclopropanecarboxylic acid tert-butyl ester (1288977-88-7)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 12 h / 0 - 20 °C

2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate / 1,2-dimethoxyethane / 12 h / 100 °C / Inert atmosphere

With pyridine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate; In 1,2-dimethoxyethane;

DOI:10.1021/jm101609j

Reference yield:

(1S,2R,3R)-1-[5-(4-fluoro-2-nitrophenyl)thiophene-2-sulfonylamino]-2-methyl-3-phenylcyclopropanecarboxylic acid tert-butyl ester (1288977-88-7) → C25H25FN2O4S2

Guidance literature:

With triethyl phosphite; In 1,3,5-trimethyl-benzene; at 150 ℃; for 8h; Inert atmosphere;

DOI:10.1021/jm101609j

upstream raw materials:

(1S,2R,3R)-1-amino-2-methyl-3-phenylcyclopropanecarboxylic acid tert-butyl ester

2-(4-fluoro-2-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Downstream raw materials:

(1S,2R,3R)-1-(6-fluoro-4H-thieno[3,2-b]indole-2-sulfonylamino)-2-methyl-3-phenylcyclopropane-1-carboxylic acid