Cyclopentanol, 2-[(3aR,6aR)-hexahydrocyclopenta[b]pyrrol-1(2H)-yl]-, (1S,2S)- (9CI)

Base Information

• Chemical Name: Cyclopentanol, 2-[(3aR,6aR)-hexahydrocyclopenta[b]pyrrol-1(2H)-yl]-, (1S,2S)- (9CI)
• CAS No.: 291541-67-8
• Molecular Formula: C₁₂H₂₁NO
• Molecular Weight: 195.305
• Mol file: 291541-67-8.mol

Synonyms:Cyclopentanol, 2-[(3aR,6aR)-hexahydrocyclopenta[b]pyrrol-1(2H)-yl]-, (1S,2S)- (9CI)

Chemical Property of Cyclopentanol, 2-[(3aR,6aR)-hexahydrocyclopenta[b]pyrrol-1(2H)-yl]-, (1S,2S)- (9CI)

Chemical Property:

• PSA: 23.47000
• LogP: 1.71210

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cyclopentanol, 2-[(3aR,6aR)-hexahydrocyclopenta[b]pyrrol-1(2H)-yl]-, (1S,2S)- (9CI)

There total 6 articles about Cyclopentanol, 2-[(3aR,6aR)-hexahydrocyclopenta[b]pyrrol-1(2H)-yl]-, (1S,2S)- (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: 54.0%

(all-R)-2-cyclopent-1'-enyl-2-aza-bicyclo[3.3.0]octane → (1R,2R,1'R,5'R)-2-(2'-aza-bicyclo[3.3.0]oct-2'-yl)-cyclopentan-1-ol (291541-66-7,291541-67-8) + (1S,2S,1'R,5'R)-2-(2'-aza-bicyclo[3.3.0]oct-2'-yl)-cyclopentan-1-ol (291541-67-8)

Guidance literature:

(all-R)-2-cyclopent-1'-enyl-2-aza-bicyclo[3.3.0]octane; With borane; In tetrahydrofuran; at 20 ℃; for 2h;

With sodium hydroxide; dihydrogen peroxide; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1016/S0957-4166(00)00169-5

Reference yield: 54.0%

(all-R)-2-cyclopent-1'-enyl-2-aza-bicyclo[3.3.0]octane → (1R,2R,1'R,5'R)-2-(2'-aza-bicyclo[3.3.0]oct-2'-yl)-cyclopentan-1-ol (291541-66-7,291541-67-8) + (1S,2S,1'R,5'R)-2-(2'-aza-bicyclo[3.3.0]oct-2'-yl)-cyclopentan-1-ol (291541-67-8)

Guidance literature:

(all-R)-2-cyclopent-1'-enyl-2-aza-bicyclo[3.3.0]octane; With borane; In tetrahydrofuran; at 20 ℃; for 2h;

With sodium hydroxide; dihydrogen peroxide; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1016/S0957-4166(00)00169-5

Reference yield:

(3aR,6aR)-octahydrocyclopentapyrrole (156473-27-7) → (1R,2R,1'R,5'R)-2-(2'-aza-bicyclo[3.3.0]oct-2'-yl)-cyclopentan-1-ol (291541-66-7,291541-67-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 92 percent / p-TSA / benzene / Heating

2.1: BH₃ / tetrahydrofuran / 2 h / 20 °C

2.2: 54 percent / sodium hydroxide; 30 percent aq. hydrogen peroxide / tetrahydrofuran / 2 h / 20 °C

With borane; toluene-4-sulfonic acid; In tetrahydrofuran; benzene; 1.1: Condensation / 2.1: hydroboration / 2.2: Hydrolysis;

DOI:10.1016/S0957-4166(00)00169-5

upstream raw materials:

(3aR,6aR)-octahydrocyclopentapyrrole

cyclopentanone