(1-(4-nitrophenyl)cyclopropyl)methylmethanesulfonate

Base Information

• Chemical Name: (1-(4-nitrophenyl)cyclopropyl)methylmethanesulfonate
• CAS No.: 1308815-45-3
• Molecular Formula: C₁₁H₁₃NO₅S
• Molecular Weight: 271.294
• Mol file: 1308815-45-3.mol

Synonyms:(1-(4-nitrophenyl)cyclopropyl)methylmethanesulfonate

Chemical Property of (1-(4-nitrophenyl)cyclopropyl)methylmethanesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1-(4-nitrophenyl)cyclopropyl)methylmethanesulfonate

There total 5 articles about (1-(4-nitrophenyl)cyclopropyl)methylmethanesulfonate 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: 65.0%

1-(4-nitrophenyl)-hydroxymethylcyclopropane (23349-00-0) + methanesulfonyl chloride (124-63-0) → (1-(4-nitrophenyl)cyclopropyl)methylmethanesulfonate (1308815-45-3)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 5 ℃; for 1h;

Reference yield:

1-(4-nitrophenyl)cyclopropane-1-carboxylic acid (23348-99-4) → (1-(4-nitrophenyl)cyclopropyl)methylmethanesulfonate (1308815-45-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine; methyl chloroformate / tetrahydrofuran / 0 - 10 °C / Inert atmosphere

1.2: 1 h / 0 °C

2.1: triethylamine / dichloromethane / 1 h / 0 - 5 °C

With triethylamine; methyl chloroformate; In tetrahydrofuran; dichloromethane;

Reference yield:

4-Nitrophenylacetonitrile (555-21-5,34512-13-5,174848-08-9) → (1-(4-nitrophenyl)cyclopropyl)methylmethanesulfonate (1308815-45-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 0 °C

1.2: 18 h

2.1: lithium hydroxide / water / 18 h / Reflux

3.1: sulfuric acid / 18 h / Reflux

4.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 °C

5.1: triethylamine / dichloromethane / 2 h / 0 °C

With lithium aluminium tetrahydride; sulfuric acid; sodium hydride; triethylamine; lithium hydroxide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; mineral oil;

DOI:10.1002/adsc.201800886

upstream raw materials:

1-(4-nitrophenyl)-hydroxymethylcyclopropane

methanesulfonyl chloride

1-(4-nitrophenyl)cyclopropane-1-carboxylic acid

4-Nitrophenylacetonitrile

Downstream raw materials:

N-((1-(4-nitrophenyl)cyclopropyl)methyl)cyclopropanamine

tert-butyl ((1-(4-(((benzyloxy)carbonyl)amino)phenyl)cyclopropyl)methyl)(cyclopropyl)carbamate

tert-butyl cyclopropyl((1-(4-nitrophenyl)cyclopropyl)methyl)carbamate

tert-butyl ((1-(4-aminophenyl)cyclopropyl)methyl)(cyclopropyl)carbamate

Refernces

• 1、 -. "NOVEL ANTITHROMBOTIC AGENTS". Page/Page column 32. . Retrieved 2011/06/19.