1-(tert-butoxycarbonyl)cyclopropanecarboxylic acid

Base Information

• Chemical Name: 1-(tert-butoxycarbonyl)cyclopropanecarboxylic acid
• CAS No.: 1268842-79-0
• Molecular Formula: C9H14O4
• Molecular Weight: 186.208
• Mol file: 1268842-79-0.mol

Synonyms:tert-butyl 6-oxidanyl-2,3-dihydroindole-1-carboxylate;6-hydroxy-2,3-dihydroindole-1-carboxylic acid tert-butyl ester;TERT-BUTYL 6-HYDROXYINDOLINE-1-CARBOXYLATE;

Chemical Property of 1-(tert-butoxycarbonyl)cyclopropanecarboxylic acid

Chemical Property:

• PSA: 63.60000
• LogP: 1.19290

Purity/Quality:

95% ^*data from raw suppliers

1-(Tert-Butoxycarbonyl)cyclopropanecarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-(tert-butoxycarbonyl)cyclopropanecarboxylic acid

There total 4 articles about 1-(tert-butoxycarbonyl)cyclopropanecarboxylic 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: 93.0%

O1’-tert-butyl O1-methyl cyclopropane-1,1-dicarboxylate → 1-(tert-butoxycarbonyl)cyclopropane-1-carboxylic acid (1268842-79-0)

Guidance literature:

With sodium hydroxide; In ethanol;

DOI:10.1021/acsmedchemlett.7b00544

Reference yield:

1,1-cyclopropanedicarboxylic acid monoethyl ester (3697-66-3) + tert-butyl alcohol (75-65-0) → 1-(tert-butoxycarbonyl)cyclopropane-1-carboxylic acid (1268842-79-0)

Guidance literature:

tert-butyl alcohol; With diisopropyl-carbodiimide; copper(l) chloride; at 20 ℃; for 96h; Darkness;

1,1-cyclopropanedicarboxylic acid monoethyl ester; In dichloromethane; for 3h; Reflux;

Reference yield:

methyl t-butyl malonate (42726-73-8) → 1-(tert-butoxycarbonyl)cyclopropane-1-carboxylic acid (1268842-79-0)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate; 1-butyl-3-methylimidazolium Tetrafluoroborate / N,N-dimethyl-formamide / 48 h / 20 °C

2: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 2 h / 20 °C

With lithium hydroxide monohydrate; potassium carbonate; 1-butyl-3-methylimidazolium Tetrafluoroborate; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;

upstream raw materials:

diethyl cyclopropane-1,1-dicarboxylate

1,1-cyclopropanedicarboxylic acid monoethyl ester

tert-butyl alcohol

methyl t-butyl malonate

Downstream raw materials:

(7S)-5-azaspiro[2.4]heptan-7-ylcarbamic acid tert-butyl ester