C₂₇H₃₂N₂O₃S₂

Base Information

• Chemical Name: C₂₇H₃₂N₂O₃S₂
• CAS No.: 1451192-89-4
• Molecular Formula: C₂₇H₃₂N₂O₃S₂
• Molecular Weight: 496.695
• Mol file: 1451192-89-4.mol

Synonyms:C₂₇H₃₂N₂O₃S₂

Chemical Property of C₂₇H₃₂N₂O₃S₂

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₇H₃₂N₂O₃S₂

There total 12 articles about C₂₇H₃₂N₂O₃S₂ 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: 96.0%

C29H36N2O3S2 (1451192-93-0) → C27H32N2O3S2 (1451192-89-4)

Guidance literature:

With Hoveyda-Grubbs catalyst second generation; In dichloromethane; at 20 ℃; for 48h; stereoselective reaction; Inert atmosphere;

DOI:10.1021/ja408114u

Reference yield: 90.0%

C28H34N2O4S2 (1451192-88-3) → C27H32N2O3S2 (1451192-89-4)

Guidance literature:

C₂₈H₃₄N₂O₄S₂; With Methylenetriphenylphosphorane; at -78 - 20 ℃;

With Hoveyda-Grubbs catalyst second generation; In dichloromethane; at 20 ℃;

DOI:10.1021/acs.joc.6b02551

Reference yield:

C29H36N2O5S2 (1451192-86-1) → C27H32N2O3S2 (1451192-89-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: diisobutylaluminium hydride / dichloromethane / 1 h / 0 °C / Inert atmosphere

2.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.67 h / -78 - 0 °C / Inert atmosphere

3.2: 2 h / -78 - 20 °C / Inert atmosphere

4.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 48 h / 20 °C / Inert atmosphere

With n-butyllithium; Hoveyda-Grubbs catalyst second generation; diisobutylaluminium hydride; sodium hydrogencarbonate; Dess-Martin periodane; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1021/ja408114u

upstream raw materials:

1-(benzenesulfonyl)-2-methyl-1H-indole-3-carbaldehyde

C₂₆H₃₂N₂O₅S₂

C₂₉H₃₆N₂O₅S₂

C₂₈H₃₆N₂O₄S₂

Downstream raw materials:

(-)-1,2,14,15-tetradehydroaspidospermidine

tabersonine

(-)-vincadifformine

C₂₃H₂₄N₂O₂S

Refernces

• 1、 Zhao, Senzhi,Andrade, Rodrigo B.. "Domino Michael/Mannich/ N-alkylation route to the tetrahydrocarbazole framework of Aspidosperma alkaloids: Concise total syntheses of (-)-aspidospermidine, (-)-tabersonine, and (-)-vincadifformine". . p. 13334 - 13337. Retrieved 2013/09/24.