Cyclopenta[c]pyrrole-1,2(1H)-dicarboxylic acid, hexahydro-, 2-(1,1-diMethylethyl) ester, (1R,3aS,6aR)-rel-

Base Information

• Chemical Name: Cyclopenta[c]pyrrole-1,2(1H)-dicarboxylic acid, hexahydro-, 2-(1,1-diMethylethyl) ester, (1R,3aS,6aR)-rel-
• CAS No.: 926276-09-7
• Molecular Formula: C₁₃H₂₁NO₄
• Molecular Weight: 255.314
• Mol file: 926276-09-7.mol

Synonyms:Cyclopenta[c]pyrrole-1,2(1H)-dicarboxylic acid, hexahydro-, 2-(1,1-diMethylethyl) ester, (1R,3aS,6aR)-rel-

Chemical Property of Cyclopenta[c]pyrrole-1,2(1H)-dicarboxylic acid, hexahydro-, 2-(1,1-diMethylethyl) ester, (1R,3aS,6aR)-rel-

Chemical Property:

• PSA: 66.84000
• LogP: 2.04450

Purity/Quality:

99%+, ^*data from raw suppliers

(1R,3aS,6aR)-2-(tert-Butoxycarbonyl)octahydrocyclopenta[c]pyrrole-1-carboxylicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cyclopenta[c]pyrrole-1,2(1H)-dicarboxylic acid, hexahydro-, 2-(1,1-diMethylethyl) ester, (1R,3aS,6aR)-rel-

There total 64 articles about Cyclopenta[c]pyrrole-1,2(1H)-dicarboxylic acid, hexahydro-, 2-(1,1-diMethylethyl) ester, (1R,3aS,6aR)-rel- 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: 96.0%

(1S,3aR,6aS)-2-(tert-butoxycarbonyl)octahydrocyclopenta[c]pyrrole-1-carboxylic acid (S)-1,2,3,4-tetrahydro-1-naphthylammonium salt (1227704-10-0) → (1S,3aR,6aS)-2-(tert-butoxycarbonyl)octahydrocyclo-penta[c]pyrrole-1-carboxylic acid (597569-42-1,926276-09-7)

Guidance literature:

With hydrogenchloride; In ethyl acetate; at 20 ℃; for 0.25h; enantioselective reaction;

Reference yield: 94.0%

(R)-1-phenylethanaminium (1S,3aR,6aS)-2-(t-butoxycarbonyl)octahydrocyclopenta[c]pyrrole-1-carboxylate → (1S,3aR,6aS)-2-(tert-butoxycarbonyl)octahydrocyclo-penta[c]pyrrole-1-carboxylic acid (597569-42-1,926276-09-7)

Guidance literature:

With sodium hydrogen sulfate; In tert-butyl methyl ether; water;

Reference yield: 72.0%

(1S,3aR,6aS)-hexahydro-cyclopenta[c]pyrrole-1,2-dicarboxylic acid 2-tert-butyl ester ethyl ester (1053232-60-2) → (1S,3aR,6aS)-2-(tert-butoxycarbonyl)octahydrocyclo-penta[c]pyrrole-1-carboxylic acid (597569-42-1,926276-09-7)

Guidance literature:

(1S,3aR,6aS)-hexahydro-cyclopenta[c]pyrrole-1,2-dicarboxylic acid 2-tert-butyl ester ethyl ester; With ethanol; sodium hydroxide; at 20 ℃; for 3h;

With hydrogenchloride; In water;

upstream raw materials:

di-tert-butyl dicarbonate

octahydrocyclopenta[c]pyrrole-1-carboxylic acid

(3aR,6aS)-tert-butyl hexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate

carbon dioxide

Downstream raw materials:

(1S,3aR,6aS)-octahydrocyclopenta[c]pyrrole-1-carboxylic acid

(1R,3aS,6aR)-octahydrocyclopenta[c]pyrrole-1-carboxylic acid

(1S,3aR,6aS)-2-(tert-butoxycarbonyl)octahydrocyclo-penta[c]pyrrole-1-carboxylic acid

(1S,3aR,6aS)-hexahydro-cyclopenta[c]pyrrole-1,2-dicarboxylic acid 2-tert-butyl ester ethyl ester

Refernces

• 1、 -. "Telaprevir intermediate preparation method". Paragraph 0055; 0056; 0057. . Retrieved 2017/07/14.
• 2、 -. "A process for the preparation of intermediates telaprevir". . . Retrieved 2017/03/14.