1,5-methano-2,3,4,5-tetrahydro-1H-3-benzazepine p-toluenesulfonic acid salt

Base Information

• Chemical Name: 1,5-methano-2,3,4,5-tetrahydro-1H-3-benzazepine p-toluenesulfonic acid salt
• CAS No.: 357425-93-5
• Molecular Formula: C₇H₈O₃S*C₁₁H₁₃N
• Molecular Weight: 331.436
• Mol file: 357425-93-5.mol

Synonyms:1,5-methano-2,3,4,5-tetrahydro-1H-3-benzazepine p-toluenesulfonic acid salt

Chemical Property of 1,5-methano-2,3,4,5-tetrahydro-1H-3-benzazepine p-toluenesulfonic acid salt

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,5-methano-2,3,4,5-tetrahydro-1H-3-benzazepine p-toluenesulfonic acid salt

There total 15 articles about 1,5-methano-2,3,4,5-tetrahydro-1H-3-benzazepine p-toluenesulfonic acid salt 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: 81.0%

toluene-4-sulfonic acid (104-15-4) + 1,5-methano-2-oxo-2,3,4,5-tetrahydro-1H-3-benzazepine (357426-13-2) → 1,5-methano-2,3,4,5-tetrahydro-1H-3-benzazepine p-toluenesulfonic acid salt (357425-93-5)

Guidance literature:

1,5-methano-2-oxo-2,3,4,5-tetrahydro-1H-3-benzazepine; With sodium tetrahydroborate; boron trifluoride diethyl etherate; In tetrahydrofuran;

toluene-4-sulfonic acid; In tetrahydrofuran;

DOI:10.1021/ol049316s

Reference yield:

toluene-4-sulfonic acid (104-15-4) + 3-benzyl-2,3,4,5-tetrahydro-1,5-methano-1H-3-benzazepine (230615-48-2) → 1,5-methano-2,3,4,5-tetrahydro-1H-3-benzazepine p-toluenesulfonic acid salt (357425-93-5)

Guidance literature:

With hydrogen; palladium dihydroxide; In methanol; at 40 ℃; for 15h; under 2585.74 Torr;

DOI:10.1055/s-2004-829135

Reference yield:

2-Chlorophenylacetonitrile (2856-63-5) → 1,5-methano-2,3,4,5-tetrahydro-1H-3-benzazepine p-toluenesulfonic acid salt (357425-93-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 75 percent / P(Cy)3; t-BuONa / Pd(OAc)2 / 1,2-dimethoxy-ethane / 22 h / 60 °C

2.1: H₂; H₂SO₄ / Pd/C / methanol

2.2: t-BuONa / propan-2-ol

3.1: NaBH₄; BF₃*OEt₂ / tetrahydrofuran

3.2: 81 percent / tetrahydrofuran

With sodium tetrahydroborate; sulfuric acid; boron trifluoride diethyl etherate; hydrogen; sodium t-butanolate; tricyclohexylphosphine; palladium diacetate; palladium on activated charcoal; In tetrahydrofuran; methanol; 1,2-dimethoxyethane;

DOI:10.1021/ol049316s

upstream raw materials:

toluene-4-sulfonic acid

1,5-methano-2-oxo-2,3,4,5-tetrahydro-1H-3-benzazepine

3-benzyl-2,3,4,5-tetrahydro-1,5-methano-1H-3-benzazepine

methyl 3-cyano-3-(trimethylsilanyloxy)indan-1-carboxylate

Downstream raw materials:

1-(10-aza-tricyclo[6.3.1.0^2,7]dodeca-2⁽⁷⁾,3,5-trien-10-yl)-2,2,2-trifluoro-ethanone

Refernces

• 1、 Brooks, Paige R.,Caron, Stephane,Coe, Jotham W.,Ng, Karl K.,Singer, Robert A.,Vazquez, Enrique,Vetelino, Michael G.,Watson Jr., Harry H.,Whritenour, David C.,Wirtz, Michael C.. "Synthesis of 2,3,4,5-tetrahydro-1,5-methano-1H-3-benzazepine via oxidative cleavage and reductive amination strategies". . p. 1755 - 1758. Retrieved 2007/10/03.
• 2、 -. "Aryl fused azapolycyclic compounds". . . Retrieved 2008/06/13.