N_b-benzyltalcarpine

Base Information

• Chemical Name: N_b-benzyltalcarpine
• CAS No.: 219584-19-7
• Molecular Formula: C₂₇H₃₀N₂O₂
• Molecular Weight: 414.547
• Mol file: 219584-19-7.mol

Synonyms:N_b-benzyltalcarpine

Chemical Property of N_b-benzyltalcarpine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N_b-benzyltalcarpine

There total 8 articles about N_b-benzyltalcarpine 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: 75.0%

Nb-benzyl, Nb-21-secotalpinine (219584-15-3) → Nb-benzyltalcarpine (219584-19-7)

Guidance literature:

at 100 ℃; under 0.1 Torr;

DOI:10.1021/jo981815h

Reference yield:

C28H32N2O2 (219584-13-1) → Nb-benzyltalcarpine (219584-19-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 34 percent / 5 percent H₂SO₄ / 30 h / 20 °C

2: 75 percent / 6 h / 120 °C / 0.1 Torr

With sulfuric acid; 1: Rearrangement / 2: Isomerization;

DOI:10.1021/jo000126e

Reference yield:

C34H38N2O2Se → Nb-benzyltalcarpine (219584-19-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / NaIO₄ / tetrahydrofuran; H₂O / 5 h / 20 °C

2: 54 percent / 5 percent H₂SO₄ / 30 h / 20 °C

With sodium periodate; sulfuric acid; In tetrahydrofuran; water; 1: Elimination / 2: Rearrangement;

DOI:10.1021/jo000126e

upstream raw materials:

N_b-benzyl, N_b-21-secotalpinine

C₂₈H₃₂N₂O₂

(6S,10S)-8-(1'-ethyl-2'-propenyl)-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctaindole-9-carboxaldehyde

(6S,10S)-5-methyl-8-(1'-ethyl-2'-propenyl)-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctaindole-9-carboxaldehyde

Downstream raw materials:

N_b-benzyl, N_b-21-secotalpinine

(-)-talcarpine

Refernces

• 1、 Yu, Peng,Cook, James M.. "Enantiospecific total synthesis of the sarpagine related indole alkaloids talpinine and talcarpine: The oxyanion-cope approach". . p. 9160 - 9161. Retrieved 2007/10/03.