402960-06-9

Basic information

• Product Name: Hexahydro-cyclopenta[c]pyrrole-1,2-dicarboxylic acid di-tert-butyl ester
• Synonyms: Hexahydro-cyclopenta[c]pyrrole-1,2-dicarboxylic acid di-tert-butyl ester;Cyclopenta[c]pyrrole-1,2(1H)-dicarboxylic acid, hexahydro-, 1,2-bis(1,1-diMethylethyl) ester, (1S,3aR,6aS)-;(3aR,6aS)-di-tert-butyl hexahydrocyclopenta[c]pyrrole-1,2(1H)-dicarboxylate;(1S,3aR,6aS)-Hexahydro-cyclopenta[c]pyrrole-1,2(1H)-dicarboxylic Acid Bis(tert-butyl) Ester;(1S,3aR,6aS)-Di-tert-butyl hexahydrocyclopenta[c]pyrrole-1,2(1H)-dicarboxylate;di-tert-butyl (1S,3aR,6aS)-hexahydrocyclopenta[c]pyrrole-1,2(1H)-dicarboxylate
• CAS NO: 402960-06-9
• Molecular Formula: C17H27NO4
• Molecular Weight: 309.40058
• Mol File: 402960-06-9.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• Solubility: Dichloromethane
• CAS DataBase Reference: Hexahydro-cyclopenta[c]pyrrole-1,2-dicarboxylic acid di-tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Hexahydro-cyclopenta[c]pyrrole-1,2-dicarboxylic acid di-tert-butyl ester(402960-06-9)
• EPA Substance Registry System: Hexahydro-cyclopenta[c]pyrrole-1,2-dicarboxylic acid di-tert-butyl ester(402960-06-9)

Safety Data

• Hazardous Substances Data: 402960-06-9(Hazardous Substances Data)

Usage

Chemical Properties

Oil

Uses

(1S,3aR,6aS)-Hexahydro-cyclopenta[c]pyrrole-1,2(1H)-dicarboxylic Acid Bis(tert-butyl) Ester can be used in the preparation of peptidomimetic protease inhibitors.

Upstream product

• 1451052-99-5 C₁₃H₂₁NO₄ 
• 1451053-00-1 (R)-tert-butyl 2-(tert-butoxycarbonylamino)-2-((S)-2-methylenecyclopentyl)acetate 
• 1451053-01-2 (R)-tert-butyl 2-(tert-butoxycarbonylamino)-2-(((1S,2R)-2-hydroxymethyl)cyclopentyl)acetate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 1227704-10-0 (1S,3aR,6aS)-2-(tert-butoxycarbonyl)octahydrocyclopenta[c]pyrrole-1-carboxylic acid (S)-1,2,3,4-tetrahydro-1-naphthylammonium salt 
• 926276-09-7 (1SR,3aRS,6aSR)-2-(tert-butoxycarbonyl)octahydrocyclopenta[c]pyrrole-1-carboxylic acid 
• 112626-50-3 (3aR,6aS)-octahydrocyclopenta[c]pyrrole hydrochloride 
• 926276-08-6 (3aR,6aS)-tert-butyl hexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate 

Downstream Products

• 597569-42-1 (1S,3aR,6aS)-2-(tert-butoxycarbonyl)octahydrocyclo-penta[c]pyrrole-1-carboxylic acid 
• 714194-68-0 tert-butyl (1S,3aR,6aS)-octahydrocyclopenta[c]pyrrole-1-carboxylate 
• 907606-68-2 tert-butyl (1S,3aR,6aS)-octahydrocyclopenta[c]pyrrole-1-carboxylate oxalic acid salt 

Relevant articles and documents

Stereoselective lithiation and carboxylation of Boc-protected bicyclopyrrolidine: Synthesis of a key building block for HCV protease inhibitor telaprevir

A stereoselective process for the manufacture of bicyclopyrrolidine 7 to 2 has been developed. The process utilizes a stereoselective lithiation/carboxylation sequence. The achiral diamine ligand DPBP induces excellent diastereocontrol, and resolution with (S)-THNA provides the corresponding salt of 8 in high er and dr. Subsequent processing of 8 gives 2 as the oxalate salt in an overall yield of 27% from 7 (based on total molar charge of 7). Compound 2 was obtained with high chemical and chiral purities. The process was successfully demonstrated on >100 kg scale.