Cyclopropanecarboxylic acid, 2,2-dimethyl-, ethyl ester, (1R)- (9CI)

Base Information

• Chemical Name: Cyclopropanecarboxylic acid, 2,2-dimethyl-, ethyl ester, (1R)- (9CI)
• CAS No.: 91603-11-1
• Molecular Formula: C₈H₁₄O₂
• Molecular Weight: 142.198
• Mol file: 91603-11-1.mol

Synonyms:

Chemical Property of Cyclopropanecarboxylic acid, 2,2-dimethyl-, ethyl ester, (1R)- (9CI)

Chemical Property:

• PSA: 26.30000
• LogP: 1.59560

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cyclopropanecarboxylic acid, 2,2-dimethyl-, ethyl ester, (1R)- (9CI)

There total 12 articles about Cyclopropanecarboxylic acid, 2,2-dimethyl-, ethyl ester, (1R)- (9CI) 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: 91.0%

diazoacetic acid ethyl ester (623-73-4) + isobutene (115-11-7,15220-85-6) → (S)-ethyl 2,2-dimethylcyclopropanecarboxylate (89007-61-4,91603-11-1)

Guidance literature:

With chiral 4,4'-disubstituted bis(oxazoline) ent-3b; copper(I) triflate; In chloroform; for 14h; from 0 deg C to RT;

DOI:10.1021/ja00002a080

Reference yield: 86.0%

4-chloro-4-methyl-valeric acid ethyl ester (71441-79-7) → ethyl (±)-2,2-dimethylcyclopropanecarboxylate (16783-11-2,97642-76-7,473717-80-5,91603-11-1)

Guidance literature:

With potassium hydroxide; tetrabutylammomium bromide; In toluene; at 40 ℃; for 2h;

DOI:10.1055/s-1982-30018

Reference yield: 75.0%

diazoacetic acid ethyl ester (623-73-4) + isobutene (115-11-7,15220-85-6) → ethyl (R)-2,2-dimethylcyclopropanecarboxylate (91603-11-1)

Guidance literature:

With phenylhydrazine; In hexane; dichloromethane; at 0 ℃; for 4.5h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1002/adsc.200700359

upstream raw materials:

4-bromo-3,3-dimethyl-butyric acid ethyl ester

dihydro-5,5-dimethyl-2(3H)-furanone

ethanol

diazoacetic acid ethyl ester

Downstream raw materials:

2,2-dimethylcyclopropane-1-carboxylic acid