CYCLOPROPANECARBOXYLIC ACID, 1-[[(1,1-DIMETHYLETHOXY)CARBONYL]AMINO]-2-ETHENYL-, (1S,2S)-

Base Information

• Chemical Name: CYCLOPROPANECARBOXYLIC ACID, 1-[[(1,1-DIMETHYLETHOXY)CARBONYL]AMINO]-2-ETHENYL-, (1S,2S)-
• CAS No.: 259221-77-7
• Molecular Formula: C₁₁H₁₇NO₄
• Molecular Weight: 227.26
• Mol file: 259221-77-7.mol

Synonyms:Cyclopropanecarboxylic acid, 1-[[(1,1-dimethylethoxy)carbonyl]amino]-2-ethenyl-, (1R,2S)-;(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid;

Chemical Property of CYCLOPROPANECARBOXYLIC ACID, 1-[[(1,1-DIMETHYLETHOXY)CARBONYL]AMINO]-2-ETHENYL-, (1S,2S)-

Chemical Property:

• Refractive Index: 1.508
• Boiling Point: 361 °C at 760 mmHg
• Flash Point: 172.1 °C
• PSA: 75.63000
• Density: 1.17 g/cm³
• LogP: 1.93130

Purity/Quality:

98%min ^*data from raw suppliers

(1R,2S)-1-[(tert-Butoxycarbonyl)amino]-2-vinylcyclopropanecarboxylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of CYCLOPROPANECARBOXYLIC ACID, 1-[[(1,1-DIMETHYLETHOXY)CARBONYL]AMINO]-2-ETHENYL-, (1S,2S)-

There total 51 articles about CYCLOPROPANECARBOXYLIC ACID, 1-[[(1,1-DIMETHYLETHOXY)CARBONYL]AMINO]-2-ETHENYL-, (1S,2S)- 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%

di-tert-butyl dicarbonate (24424-99-5) + (1R,2S)-2-vinyl-1-aminocyclopropanecarboxylic acid (159700-58-0,80003-54-9,213316-51-9) → (1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid (159622-10-3,213316-50-8,259221-77-7)

Guidance literature:

di-tert-butyl dicarbonate; (1R,2S)-2-vinyl-1-aminocyclopropanecarboxylic acid; With triethylamine; In water; acetone; at 20 ℃; for 20h;

With citric acid; In water; pH=2 - 3;

Reference yield: 100.0%

(1R,2S)-1-tert-butoxycarbonylamino-2-vinyl-cyclopropanecarboxylic acid methyl ester (159622-09-0,1201943-62-5,915317-20-3) → (1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid (159622-10-3,213316-50-8,259221-77-7)

Guidance literature:

(1R,2S)-1-tert-butoxycarbonylamino-2-vinyl-cyclopropanecarboxylic acid methyl ester; With lithium hydroxide; water; In tetrahydrofuran; methanol; at 20 ℃; for 19h;

With hydrogenchloride; In tetrahydrofuran; methanol; water; pH=1;

Reference yield: 100.0%

dicyclohexylammonium (1R,2S)-N-(tertbutoxycarbonyl)-1-amino-2-vinylcyclopropanecarboxylate → (1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid (159622-10-3,213316-50-8,259221-77-7)

Guidance literature:

With acetic acid; In water; ethyl acetate; at 0 ℃; for 0.5h;

upstream raw materials:

(1R,2S)-1-tert-butoxycarbonylamino-2-vinyl-cyclopropanecarboxylic acid methyl ester

dimethyl 2-vinylcyclopropane-1,1-dicarboxylate

(1S,2S)-1-Azidocarbonyl-2-vinyl-cyclopropanecarboxylic acid methyl ester

(1S,2S)-1-carbomethoxy-2-vinylcyclopropane-1-carboxylic acid

Downstream raw materials:

(1S,2R)-1-tert-butoxycarbonylamino-2-vinylcyclopropanecarboxylic acid methyl ester

tert-butyl ((1R,2S)-1-{[(cyclopropylsulfonyl)amino]carbonyl}-2-vinylcyclopropyl)carbamate

tert-butyl [(1R,2S)-2-ethenyl-1-{[(1-methylcyclopropyl)sulfonyl]carbamoyl}cyclopropyl]carbamate

(1R,2S)-1-tert-butoxycarbonylamino-2-vinyl-cyclopropanecarboxylic acid methyl ester

Refernces

• 1、 -. "HCV NS3 protease inhibitors". Page/Page column 94. . Retrieved 2016/06/01.
• 2、 -. "METHOD FOR SYNTHESIZING OPTICALLY ACTIVE a-AMINO ACID USING CHIRAL METAL COMPLEX COMPRISING AXIALLY CHIRAL N-(2-ACYLARYL)-2-[5,7-DIHYDRO-6H-DIBENZO[c,e]AZEPIN-6-YL] ACETAMIDE COMPOUND AND AMINO ACID". Paragraph 0487-0500. . Retrieved 2016/05/10.