2-<(methylthio)acetyl>-7-tosyl-1,2,3,4,5,6-hexahydro-1,5-methanoazocino<4,3-b>indole

Base Information

• Chemical Name: 2-<(methylthio)acetyl>-7-tosyl-1,2,3,4,5,6-hexahydro-1,5-methanoazocino<4,3-b>indole
• CAS No.: 128902-25-0
• Molecular Formula: C₂₄H₂₆N₂O₃S₂
• Molecular Weight: 454.614
• Mol file: 128902-25-0.mol

Synonyms:2-<(methylthio)acetyl>-7-tosyl-1,2,3,4,5,6-hexahydro-1,5-methanoazocino<4,3-b>indole

Chemical Property of 2-<(methylthio)acetyl>-7-tosyl-1,2,3,4,5,6-hexahydro-1,5-methanoazocino<4,3-b>indole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-<(methylthio)acetyl>-7-tosyl-1,2,3,4,5,6-hexahydro-1,5-methanoazocino<4,3-b>indole

There total 2 articles about 2-<(methylthio)acetyl>-7-tosyl-1,2,3,4,5,6-hexahydro-1,5-methanoazocino<4,3-b>indole 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: 91.0%

2-<(methylthio)acetyl>-1,2,3,4,5,6-hexahydro-1,5-methanoazocino<4,3-b>indole (128902-24-9) + p-toluenesulfonyl chloride (98-59-9) → 2-<(methylthio)acetyl>-7-tosyl-1,2,3,4,5,6-hexahydro-1,5-methanoazocino<4,3-b>indole (128902-25-0)

Guidance literature:

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In benzene; for 4h; Ambient temperature;

DOI:10.1021/jo00313a017

Reference yield:

1,2,3,4,5,6-hexahydro-1,5-methaneoazacino<4,3-b>indole (99552-97-3) → 2-<(methylthio)acetyl>-7-tosyl-1,2,3,4,5,6-hexahydro-1,5-methanoazocino<4,3-b>indole (128902-25-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1N NaOH / CH₂Cl₂

2: 50percent NaOH / Bu₄N*HSO₄ / benzene

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In dichloromethane; benzene;

DOI:10.1016/S0040-4039(00)94994-3

Reference yield: 22.0%

2-<(methylthio)acetyl>-7-tosyl-1,2,3,4,5,6-hexahydro-1,5-methanoazocino<4,3-b>indole (128902-25-0) → 2-<(methylsulfinyl)acetyl>-7-tosyl-1,2,3,4,5,6-hexahydro-1,5-methanoazocino<4,3-b>indole (101481-20-3,101481-29-2) + 2-<(methylsulfonyl)acetyl>-7-tosyl-1,2,3,4,5,6-hexahydro-1,5-methanoazocino<4,3-b>indole (128902-26-1)

Guidance literature:

With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; water; at 0 ℃; for 2h;

DOI:10.1021/jo00313a017

upstream raw materials:

2-<(methylthio)acetyl>-1,2,3,4,5,6-hexahydro-1,5-methanoazocino<4,3-b>indole

p-toluenesulfonyl chloride

1,2,3,4,5,6-hexahydro-1,5-methaneoazacino<4,3-b>indole

Downstream raw materials:

2-<(methylsulfinyl)acetyl>-7-tosyl-1,2,3,4,5,6-hexahydro-1,5-methanoazocino<4,3-b>indole

2-<(methylsulfonyl)acetyl>-7-tosyl-1,2,3,4,5,6-hexahydro-1,5-methanoazocino<4,3-b>indole

2--7-tosyl-1,2,3,4,5,6-hexahydro-1,5-methanoazocino<4,3-b>indole

2--7-tosyl-1,2,3,4,5,6-hexahydro-1,5-methanoazocino<4,3-b>indole