(+/-)-Octahydrocyclopenta[b]pyrrole-2-carboxylic acid hydrochloride

Base Information

• Chemical Name: (+/-)-Octahydrocyclopenta[b]pyrrole-2-carboxylic acid hydrochloride
• CAS No.: 93779-30-7
• Molecular Formula: C₈H₁₃NO₂*ClH
• Molecular Weight: 191.658
• Mol file: 93779-30-7.mol

Synonyms:Cyclopenta[b]pyrrole-2-carboxylicacid, octahydro-, hydrochloride, (2a,3ab,6ab)- (9CI);Cyclopenta[b]pyrrole-2-carboxylic acid,octahydro-, hydrochloride, (2a,3ab,6ab)-(?à)-;

Chemical Property of (+/-)-Octahydrocyclopenta[b]pyrrole-2-carboxylic acid hydrochloride

Chemical Property:

• Boiling Point: 333.9 °C at 760 mmHg
• Flash Point: 155.8 °C
• PSA: 49.33000
• LogP: 1.73240

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: cis-2-(±)-Octahydrocyclopenta(b)pyrrole-2-carboxylic Acid Hydrochloride can be useful in the study of angiotensin converting enzyme inhibitors.

Technology Process of (+/-)-Octahydrocyclopenta[b]pyrrole-2-carboxylic acid hydrochloride

There total 9 articles about (+/-)-Octahydrocyclopenta[b]pyrrole-2-carboxylic acid hydrochloride 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:

(±)-methyl 2-(acetylamino)-3-(2-oxocyclopentyl)-propionate (87269-85-0) → (1RS,3RS,5RS)-2-Azabicyclo<3.3.0>octan-3-carbonsaeure-hydrochlorid (87269-86-1,87758-19-8,93779-30-7,94062-51-8,96893-64-0,135214-81-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 2N HCl / 1 h / Heating

2: 190 g / H₂ / 10percent Pd/C / acetic acid / 3750.3 Torr

With hydrogenchloride; hydrogen; palladium on activated charcoal; In acetic acid;

Reference yield:

2,3,3a,4,5,6-Hexahydro-cyclopenta[b]pyrrole-2-carboxylic acid; hydrochloride (93661-93-9) → (1RS,3RS,5RS)-2-Azabicyclo<3.3.0>octan-3-carbonsaeure-hydrochlorid (87269-86-1,87758-19-8,93779-30-7,94062-51-8,96893-64-0,135214-81-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In acetic acid; under 3750.3 Torr;

Reference yield:

2-chlorocyclopent-1-ene-1-carbaldehyde (2611-03-2) → (1RS,3RS,5RS)-2-Azabicyclo<3.3.0>octan-3-carbonsaeure-hydrochlorid (87269-86-1,87758-19-8,93779-30-7,94062-51-8,96893-64-0,135214-81-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 47 percent / Et₃N / 0.08 h / 120 °C

2: 58 percent / H₂, H₂SO₄ / Pd/C (10percent) / ethanol / 24 h / 30 °C / 37503 Torr

3: HCl / 5 h / Heating

With hydrogenchloride; sulfuric acid; hydrogen; triethylamine; palladium on activated charcoal; In ethanol;

DOI:10.1016/S0040-4039(00)94751-8

upstream raw materials:

2,3,3a,4,5,6-Hexahydro-cyclopenta[b]pyrrole-2-carboxylic acid; hydrochloride

ethyl octahydrocyclopenta[b]pyrrole-2-carboxylate

1-pyrrolidinocyclopent-1-ene

(±)-methyl 2-(acetylamino)-3-(2-oxocyclopentyl)-propionate

Downstream raw materials:

cis,endo-2-azabicyclo<3.3.0>octane-3-carboxylic acid benzylester hydrochloride

ramipril

Ramipril

(2S,3aS,6aS)-1-(tert-butoxycarbonyl)octahydrocyclopenta[b]pyrrole-2-carboxylic acid

Refernces

• 1、 Urbach, H.,Henning, R.. "EINE EINFACHE DIASTEREOSELEKTIVE SYNTHESE VON (1SR,3SR,5SR)-2-AZABICYCLOOCTAN-3-CARBONSAEURE ". . p. 1839 - 1842. Retrieved 2007/10/02.
• 2、 Teetz, V.,Geiger, R.,Gaul, H.. "SYNTHESIS OF UNNATURAL AMINO ACIDS: (S,S,S)-2-AZABICYCLOOCTANE-3-CARBOXYLIC ACID". . p. 4479 - 4482. Retrieved 2007/10/02.