Octahydro-cyclopenta[c]pyrrole-1-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: Octahydro-cyclopenta[c]pyrrole-1-carboxylic acid tert-butyl ester
• CAS No.: 714194-68-0
• Molecular Formula: C12H21NO2
• Molecular Weight: 211.304
• Hs Code.: 2933990090
• Mol file: 714194-68-0.mol

Synonyms:Cyclopenta[c]pyrrole-1-carboxylic acid, octahydro-, 1,1-dimethylethyl ester, (1S,3aR,6aS)-;tert-Butyl (1S,3aR,6aS)-octahydrocyclopenta[c]pyrrole-1-carboxylate;

Chemical Property of Octahydro-cyclopenta[c]pyrrole-1-carboxylic acid tert-butyl ester

Chemical Property:

• Boiling Point: 278.566 °C at 760 mmHg
• Flash Point: 122.273 °C
• PSA: 38.33000
• Density: 1.025 g/cm³
• LogP: 2.04500
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

(1S,3aR,6aS)-tert-Butyloctahydrocyclopenta[c]pyrrole-1-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Octahydro-cyclopenta[c]pyrrole-1-carboxylic acid tert-butyl ester

There total 15 articles about Octahydro-cyclopenta[c]pyrrole-1-carboxylic acid tert-butyl ester 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: 98.0%

C19H27NO2 (1414976-37-6) → tert-butyl (1S,3aR,6aS)-octahydrocyclopenta[c]pyrrole-1-carboxylate (714194-68-0)

Guidance literature:

With 20% palladium hydroxide-activated charcoal; hydrogen; In methanol; at 30 ℃; for 2h; under 3750.38 Torr;

Reference yield: 85.0%

(1S,3aR,6aS)-octahydrocyclopenta[c]pyrrole-1-carboxylic acid (926276-11-1,791572-14-0,89077-07-6,270902-48-2,96844-76-7) + isobutene (115-11-7,15220-85-6) → tert-butyl (1S,3aR,6aS)-octahydrocyclopenta[c]pyrrole-1-carboxylate (714194-68-0)

Guidance literature:

With methanesulfonic acid; In chloroform; at 0 - 20 ℃; for 18h; Sealed tube;

Reference yield:

acetic acid tert-butyl ester (540-88-5) + (1S,3αR,6αS)-octahydrocyclopenta[c]pyrrole-1-carboxylate hydrochloride (1205676-44-3,1219204-23-5) → tert-butyl (1S,3aR,6aS)-octahydrocyclopenta[c]pyrrole-1-carboxylate (714194-68-0)

Guidance literature:

With methanesulfonic acid; In chloroform; at 0 - 25 ℃; for 18h;

upstream raw materials:

tert-butyl (1S,3aR,6aS)-octahydrocyclopenta[c]pyrrole-1-carboxylate oxalic acid salt

C₉H₁₇NO₂

C₁₆H₂₃NO₂

C₁₅H₁₈N₂

Downstream raw materials:

tert-butyl (1S,3aR,6aS)-octahydrocyclopenta[c]pyrrole-1-carboxylate oxalic acid salt

(1S,3aR,6aS)-tert-butyl 2-((S)-2-((S)-2-cyclohexyl-2-(pyrazine-2-carboxamido)acetamido)-3,3-dimethylbutanoyl)octahydrocyclopenta[c]pyrrole-1-carboxylate

(1S,3aR,6aS)-tert-butyl 2-((S)-2-(benzyloxycarbonylamino)-3,3-dimethylbutanoyl)octahydrocyclopenta[c]pyrrole-1-carboxylate

Refernces

• 1、 Tanoury, Gerald J.,Chen, Minzhang,Dong, Yong,Forslund, Raymond,Jurkauskas, Valdas,Jones, Andrew D.,Belmont, Daniel. "Stereoselective lithiation and carboxylation of Boc-protected bicyclopyrrolidine: Synthesis of a key building block for HCV protease inhibitor telaprevir". . p. 1234 - 1244. Retrieved 2014/12/10.
• 2、 -. "PROCESSES AND INTERMEDIATES". Page/Page column 37. . Retrieved 2012/12/13.