(1R,2R,3R)-methyl 2-(benzylcarbamoyl)-3-methylcyclopropanecarboxylate

Base Information

• Chemical Name: (1R,2R,3R)-methyl 2-(benzylcarbamoyl)-3-methylcyclopropanecarboxylate
• CAS No.: 1433964-18-1
• Molecular Formula: C₁₄H₁₇NO₃
• Molecular Weight: 247.294
• Mol file: 1433964-18-1.mol

Synonyms:(1R,2R,3R)-methyl 2-(benzylcarbamoyl)-3-methylcyclopropanecarboxylate

Chemical Property of (1R,2R,3R)-methyl 2-(benzylcarbamoyl)-3-methylcyclopropanecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2R,3R)-methyl 2-(benzylcarbamoyl)-3-methylcyclopropanecarboxylate

There total 4 articles about (1R,2R,3R)-methyl 2-(benzylcarbamoyl)-3-methylcyclopropanecarboxylate 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: 100.0%

(1R,2R,3R)-2-(methoxycarbonyl)-3-methylcyclopropanecarboxylic acid (1433964-17-0,613681-19-9) + benzylamine (100-46-9) → (1R,2R,3R)-methyl 2-(benzylcarbamoyl)-3-methylcyclopropanecarboxylate (1433964-18-1)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1002/chem.201202528

Reference yield:

((1S,2R,3R)-2-iodo-3-methylcyclopropyl)methanol (1433964-14-7) → (1R,2R,3R)-methyl 2-(benzylcarbamoyl)-3-methylcyclopropanecarboxylate (1433964-18-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: tert.-butyl lithium / pentane; diethyl ether / 0.33 h / -78 °C / Inert atmosphere

1.2: 16.5 h / -78 - 20 °C / 760.05 Torr / Inert atmosphere

2.1: thionyl chloride / 0 °C / Inert atmosphere

3.1: sodium periodate / acetonitrile; tetrachloromethane; water / 3 h / 20 °C

4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / 16 h / 20 °C / Inert atmosphere

With dmap; sodium periodate; thionyl chloride; tert.-butyl lithium; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrachloromethane; diethyl ether; water; acetonitrile; pentane;

DOI:10.1002/chem.201202528

Reference yield:

(1R,2R,3R)-2-(hydroxymethyl)-3-methylcyclopropanecarboxylic acid (1433964-15-8) → (1R,2R,3R)-methyl 2-(benzylcarbamoyl)-3-methylcyclopropanecarboxylate (1433964-18-1)

Guidance literature:

Multi-step reaction with 3 steps

1: thionyl chloride / 0 °C / Inert atmosphere

2: sodium periodate / acetonitrile; tetrachloromethane; water / 3 h / 20 °C

3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / 16 h / 20 °C / Inert atmosphere

With dmap; sodium periodate; thionyl chloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrachloromethane; water; acetonitrile;

DOI:10.1002/chem.201202528

upstream raw materials:

(1R,2R,3R)-2-(methoxycarbonyl)-3-methylcyclopropanecarboxylic acid

benzylamine

((1S,2R,3R)-2-iodo-3-methylcyclopropyl)methanol

(1R,2R,3R)-2-(hydroxymethyl)-3-methylcyclopropanecarboxylic acid