1-[Benzyl(methyl)carbamoyl]cyclopropane-1-carboxylic acid

Base Information

• Chemical Name: 1-[Benzyl(methyl)carbamoyl]cyclopropane-1-carboxylic acid
• CAS No.: 299204-33-4
• Molecular Formula: C₁₃H₁₅NO₃
• Molecular Weight: 233.267
• European Community (EC) Number: 822-074-0
• Mol file: 299204-33-4.mol

Synonyms:1-[benzyl(methyl)carbamoyl]cyclopropane-1-carboxylic acid;299204-33-4;AKOS011375367;EN300-1707831;1-[benzyl(methyl)carbamoyl]cyclopropane-1-carboxylicacid

Chemical Property of 1-[Benzyl(methyl)carbamoyl]cyclopropane-1-carboxylic acid

Chemical Property:

• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 233.10519334
• Heavy Atom Count: 17
• Complexity: 317

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN(CC1=CC=CC=C1)C(=O)C2(CC2)C(=O)O

Technology Process of 1-[Benzyl(methyl)carbamoyl]cyclopropane-1-carboxylic acid

There total 3 articles about 1-[Benzyl(methyl)carbamoyl]cyclopropane-1-carboxylic acid 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:

1-(benzylmethylcarbamoyl)cyclopropanecarboxylic acid ethyl ester (299204-32-3) → 1-(benzylmethylcarbamoyl)cyclopropanecarboxylic acid (299204-33-4)

Guidance literature:

With potassium hydroxide; In ethanol; at 20 ℃; for 24h;

DOI:10.1021/ja001088j

Reference yield:

1,1-cyclopropanedicarboxylic acid monoethyl ester (3697-66-3) → 1-(benzylmethylcarbamoyl)cyclopropanecarboxylic acid (299204-33-4)

Guidance literature:

Multi-step reaction with 3 steps

1: oxalyl chloride; DMF / CH₂Cl₂ / 3 h / 20 °C

2: CH₂Cl₂ / 24 h / 20 °C

3: KOH / ethanol / 24 h / 20 °C

With potassium hydroxide; oxalyl dichloride; N,N-dimethyl-formamide; In ethanol; dichloromethane; 1: Chlorination / 2: Acylation / 3: Hydrolysis;

DOI:10.1021/ja001088j

Reference yield:

ethyl 1-chlorocarbonylcyclopropanecarboxylate (3697-67-4) → 1-(benzylmethylcarbamoyl)cyclopropanecarboxylic acid (299204-33-4)

Guidance literature:

Multi-step reaction with 2 steps

1: CH₂Cl₂ / 24 h / 20 °C

2: KOH / ethanol / 24 h / 20 °C

With potassium hydroxide; In ethanol; dichloromethane; 1: Acylation / 2: Hydrolysis;

DOI:10.1021/ja001088j

upstream raw materials:

1-(benzylmethylcarbamoyl)cyclopropanecarboxylic acid ethyl ester

1,1-cyclopropanedicarboxylic acid monoethyl ester

ethyl 1-chlorocarbonylcyclopropanecarboxylate

Downstream raw materials:

3-[(1-benzylmethylcarbamoyl)cyclopropyl]-3-oxopropionic acid ethyl ester

3-[(1-benzylmethylcarbamoyl)cyclopropyl]-2-diazo-3-oxopropionic acid ethyl ester