Cyclopenta[b]pyrrole-6-methanol, octahydro-6a-methyl-, (3a-alpha-,6-ba-,6a-alpha-)- (9CI)

Base Information

• Chemical Name: Cyclopenta[b]pyrrole-6-methanol, octahydro-6a-methyl-, (3a-alpha-,6-ba-,6a-alpha-)- (9CI)
• CAS No.: 182623-50-3
• Molecular Formula: C₉H₁₇NO
• Molecular Weight: 155.24
• Mol file: 182623-50-3.mol

Synonyms:Cyclopenta[b]pyrrole-6-methanol,octahydro-6a-methyl-,(3a-alpha-,6-bta-,6a-alpha-)-(9CI);Cyclopenta[b]pyrrole-6-methanol, octahydro-6a-methyl-, (3a-alpha-,6-ba-,6a-alpha-)- (9CI)

Chemical Property of Cyclopenta[b]pyrrole-6-methanol, octahydro-6a-methyl-, (3a-alpha-,6-ba-,6a-alpha-)- (9CI)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cyclopenta[b]pyrrole-6-methanol, octahydro-6a-methyl-, (3a-alpha-,6-ba-,6a-alpha-)- (9CI)

There total 3 articles about Cyclopenta[b]pyrrole-6-methanol, octahydro-6a-methyl-, (3a-alpha-,6-ba-,6a-alpha-)- (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: 87.0%

nitrosoacetal for S8 → rel-(3aS,6S,6aR)-6-[6a-methylperhydrocyclopenta[b]pyrrole]methanol (182623-50-3)

Guidance literature:

With hydrogen; W-2 Raney nickel; In methanol; at 25 ℃; for 24h; under 760 Torr;

DOI:10.1016/0040-4020(96)00642-4

Reference yield:

C7H11NO2 → rel-(3aS,6S,6aR)-6-[6a-methylperhydrocyclopenta[b]pyrrole]methanol (182623-50-3)

Guidance literature:

Multi-step reaction with 3 steps

1: trimethylaluminum / dichloromethane / -70 °C

2: sodium hydrogencarbonate / benzene / 12 h / 70 °C

3: Raney aluminium-nickel alloy; hydrogen / methanol; ethyl acetate / 28 h / 15514.9 Torr

With Raney aluminium-nickel alloy; hydrogen; trimethylaluminum; sodium hydrogencarbonate; In methanol; dichloromethane; ethyl acetate; benzene;

DOI:10.1021/jo2005445

Reference yield:

4-But-3-enyl-6-butoxy-3-methyl-5,6-dihydro-4H-[1,2]oxazine 2-oxide → rel-(3aS,6S,6aR)-6-[6a-methylperhydrocyclopenta[b]pyrrole]methanol (182623-50-3)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydrogencarbonate / benzene / 12 h / 70 °C

2: Raney aluminium-nickel alloy; hydrogen / methanol; ethyl acetate / 28 h / 15514.9 Torr

With Raney aluminium-nickel alloy; hydrogen; sodium hydrogencarbonate; In methanol; ethyl acetate; benzene;

DOI:10.1021/jo2005445

Refernces

• 1、 Denmark, Scott E.,Gould, Nathan D.,Wolf, Larry M.. "A systematic investigation of quaternary ammonium ions as asymmetric phase-transfer catalysts. Synthesis of catalyst libraries and evaluation of catalyst activity". experimental part. p. 4260 - 4336. Retrieved 2011/07/09.