trans-2-(Pyrrolidin-1-yl)cyclopentanol

Base Information

• Chemical Name: trans-2-(Pyrrolidin-1-yl)cyclopentanol
• CAS No.: 32635-39-5
• Molecular Formula: C9H17 N O
• Molecular Weight: 155.24
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID70505658
• Nikkaji Number: J649.876K
• Wikidata: Q82360918
• Mol file: 32635-39-5.mol

Synonyms:trans-2-(pyrrolidin-1-yl)cyclopentanol;32635-39-5;(1R,2R)-2-(pyrrolidin-1-yl)cyclopentan-1-ol;(1R,2R)-2-pyrrolidin-1-ylcyclopentan-1-ol;rac-(1R,2R)-2-pyrrolidin-1-ylcyclopentanol;1845038-58-5;MFCD11520520;DTXSID70505658;AKOS005173418;PS-18937;(1R,2R)-2-(Pyrrolidin-1-yl)cyclopentanol;CS-0202189;CS-0202336;E82424;rel-(1R,2R)-2-(1-Pyrrolidinyl)cyclopentanol;EN300-1234842;J-524990;rac-(1R,2R)-2-(pyrrolidin-1-yl)cyclopentan-1-ol

Chemical Property of trans-2-(Pyrrolidin-1-yl)cyclopentanol

Chemical Property:

• Melting Point: 34.5-35.5 °C
• Boiling Point: 100-104 °C(Press: 1.2 Torr)
• PKA: 14.94±0.40(Predicted)
• PSA: 23.47000
• Density: 1.115±0.06 g/cm3(Predicted)
• LogP: 0.93350
• Storage Temp.: 2-8°C
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 155.131014166
• Heavy Atom Count: 11
• Complexity: 132

Purity/Quality:

98%min ^*data from raw suppliers

trans-2-(pyrrolidin-1-yl)cyclopentanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(C1)C2CCCC2O
• Isomeric SMILES: C1CCN(C1)[C@@H]2CCC[C@H]2O

Technology Process of trans-2-(Pyrrolidin-1-yl)cyclopentanol

There total 5 articles about trans-2-(Pyrrolidin-1-yl)cyclopentanol 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: 100.0%

pyrrolidine (123-75-1) + Cyclopentene oxide (285-67-6) → (+/-)-trans-(1-pyrrolidinyl)cyclopentan-2-ol (32635-39-5,161193-33-5)

Guidance literature:

bismuth(lll) trifluoromethanesulfonate; at 160 ℃; for 0.25h; microwave irradiation;

DOI:10.1016/j.tetlet.2007.12.100

Reference yield: 84.0%

pyrrolidine (123-75-1) + (1S,5R)-6-Oxa-bicyclo[3.1.0]hexane (285-67-6,149827-17-8) → (+/-)-trans-(1-pyrrolidinyl)cyclopentan-2-ol (32635-39-5,161193-33-5)

Guidance literature:

With iridium(III) chloride n-hydrate; In dichloromethane; at 20 ℃; for 10h;

DOI:10.1055/s-0029-1216899

Reference yield: 5.0%

1-pyrrolidinocyclopent-1-ene (7148-07-4) → N-cyclopentylpyrrolidine (18707-33-0) + Cyclopentanol (96-41-3) + (+/-)-trans-(1-pyrrolidinyl)cyclopentan-2-ol (32635-39-5,161193-33-5)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1021/jo00227a014

upstream raw materials:

pyrrolidine

Cyclopentene oxide

1-pyrrolidinocyclopent-1-ene

dimethyl trans-(2-morpholinocyclopentyl)boronate

Downstream raw materials:

(3,4-Dichloro-phenyl)-((1S,2S)-2-pyrrolidin-1-yl-cyclopentyl)-amine

N-(3,4-Dichloro-phenyl)-N-((1R,2R)-2-pyrrolidin-1-yl-cyclopentyl)-propionamide

Refernces

• 1、 Agarwal, Jyoti,Duley, Anju,Rani, Rashmi,Peddinti, Rama Krishna. "Aminolysis of epoxides using iridium trichloride as an efficient catalyst". experimental part. p. 2790 - 2796. Retrieved 2010/01/21.
• 2、 Bastian, Jolie A.,Chirgadze, Nickolay,Denney, Michael L.,Gifford-Moore, Donetta S.,Sall, Daniel J.,Smith, Gerald F.,Wikel, James H.. "Diamino benzo[b]thiophene derivatives as a novel class of active site directed thrombin inhibitors: 3. Enhancing activity by imposing conformational restriction in the C-4'' side chain". . p. 363 - 368. Retrieved 2007/10/03.