(+/-)-turneforcidine

Base Information

• Chemical Name: (+/-)-turneforcidine
• CAS No.: 83946-88-7
• Molecular Formula: C₈H₁₅NO₂
• Molecular Weight: 157.213
• Mol file: 83946-88-7.mol

Synonyms:

Chemical Property of (+/-)-turneforcidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-turneforcidine

There total 7 articles about (+/-)-turneforcidine 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: 40.0%

ethyl (1R*,7aR*)-(+/-)-7-oxo-2,3,5,6,7,7a-hexahydro-1H-pyrrolizine-1-carboxylate → (+/-)-hastanecine (480-84-2,520-62-7,21824-59-9,21824-60-2,21850-67-9,36066-93-0,51370-96-8,65026-66-6,65207-60-5,83946-88-7,86258-53-9,113427-38-6) + (+/-)-turneforcidine (83946-88-7)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 2h;

DOI:10.1246/bcsj.70.2541

Reference yield: 40.0%

ethyl (1R*,7aR*)-(+/-)-7-oxo-2,3,5,6,7,7a-hexahydro-1H-pyrrolizine-1-carboxylate → (+/-)-hastanecine (480-84-2,520-62-7,21824-59-9,21824-60-2,21850-67-9,36066-93-0,51370-96-8,65026-66-6,65207-60-5,83946-88-7,86258-53-9,113427-38-6) + (+/-)-turneforcidine (83946-88-7)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 2h;

DOI:10.1246/bcsj.70.2541

Reference yield:

ethyl (+/-)-1-hydroxy-2,3,5,6-tetrahydro-1H-pyrrolizine-7-carboxylate (85365-57-7) → (+/-)-hastanecine (480-84-2,520-62-7,21824-59-9,21824-60-2,21850-67-9,36066-93-0,51370-96-8,65026-66-6,65207-60-5,83946-88-7,86258-53-9,113427-38-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 54 percent / AcOH / 48 h / 20 °C

2: 40 percent / LiAlH₄ / tetrahydrofuran / 2 h / 0 °C

With lithium aluminium tetrahydride; acetic acid; In tetrahydrofuran; 1: Isomerization / 2: Reduction;

DOI:10.1246/bcsj.70.2541

upstream raw materials:

ethyl (+/-)-1-hydroxy-2,3,5,6-tetrahydro-1H-pyrrolizine-7-carboxylate

2,3,5,6-Tetrahydro-1H-pyrrolizin-7-carbonsaeure-ethylester

Refernces