Cyclopenta[b]pyrrole-2-carboxylic acid, octahydro-, [2S-(2alpha,3aalpha,6aalpha)]- (9CI)

Base Information

• Chemical Name: Cyclopenta[b]pyrrole-2-carboxylic acid, octahydro-, [2S-(2alpha,3aalpha,6aalpha)]- (9CI)
• CAS No.: 121154-36-7
• Molecular Formula: C₈H₁₃NO₂
• Molecular Weight: 155.197
• Mol file: 121154-36-7.mol

Synonyms:Cyclopenta[b]pyrrole-2-carboxylicacid, octahydro-, [2S-(2a,3aa,6aa)]- (9CI)

Chemical Property of Cyclopenta[b]pyrrole-2-carboxylic acid, octahydro-, [2S-(2alpha,3aalpha,6aalpha)]- (9CI)

Chemical Property:

• PSA: 49.33000
• LogP: 0.93040

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cyclopenta[b]pyrrole-2-carboxylic acid, octahydro-, [2S-(2alpha,3aalpha,6aalpha)]- (9CI)

There total 8 articles about Cyclopenta[b]pyrrole-2-carboxylic acid, octahydro-, [2S-(2alpha,3aalpha,6aalpha)]- (9CI) 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: 85.0%

benzyl N-benzyloxycarbonyl-(1R,3S,5R)-2-azabicyclo<3.3.0>octane-3-carboxylate (121080-49-7) → (1R,3S,5R)-2-azabicyclo<3.3.01,5>octane-3-carboxylic acid (121154-36-7,411232-21-8,726691-28-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 1h; Ambient temperature;

DOI:10.3987/COM-88-S111

Reference yield: 75.0%

(2R,6R,8S,12S)-1-aza-10-oxo-12-phenyltricyclo<6.4.01,8.02,6>dodecan-9-one (147406-85-7) → (1R,3S,5R)-2-azabicyclo<3.3.01,5>octane-3-carboxylic acid (121154-36-7,411232-21-8,726691-28-7)

Guidance literature:

With hydrogen; trifluoroacetic acid; palladium hydroxide - carbon; In methanol; under 760 Torr;

DOI:10.1016/0040-4039(93)85121-C

Reference yield: 74.0%

(2R,3aS,6aR)-1-Acetyl-octahydro-cyclopenta[b]pyrrole-2-carbonitrile (87623-98-1,88585-95-9,89299-92-3,89299-93-4,110549-38-7,110549-39-8) → (2S,3aR,6aS)-Octahydro-cyclopenta[b]pyrrole-2-carboxylic acid (87679-21-8,87679-60-5,88547-76-6,88547-86-8,93381-12-5,96844-79-0,105307-53-7,109428-53-7,118353-96-1,121154-36-7,128900-19-6,411232-21-8,726691-28-7)

Guidance literature:

With hydrogenchloride; Heating;

DOI:10.1016/S0040-4039(00)87864-8

upstream raw materials:

(2R,3aS,6aR)-1-Acetyl-octahydro-cyclopenta[b]pyrrole-2-carbonitrile

N-[(1S,2R)-2-(2-Chloro-2-cyano-ethyl)-cyclopentyl]-acetamide

cyclopentene

(2S,3aR,6aR)-1-Acetyl-octahydro-cyclopenta[b]pyrrole-2-carbonitrile

Downstream raw materials:

benzyl (1R^*,3R^*,5R^*)-2-azabicyclo<3.3.0>octane-3-carboxylate

methyl N-methyl-(1SR,3SR,5SR)-2-azabicyclo<3.3.0>octane-3-carboxylate

Refernces

• 1、 -. "Process for the preparation of bicyclic amino carboxylic acids, intermediates in this process, and their use". . . Retrieved 2008/06/13.
• 2、 Henning, R.,Urbach, H.. "COUPLING OF β-ACETAMIDO RADICALS WITH α-CHLORO ACRYLONITRILE - A NEW ACCESS TO DISUBSTITUTED PROLINE DERIVATIVES". . p. 5343 - 5346. Retrieved 2007/10/02.