8-Azabicyclo[3.2.1]heptane-2-carboxamide, 3-(4-bromophenyl)-N-[2-[[(4-methoxyphenyl)methyl]thio]ethyl]-8-methyl-, (1R,2R,3S,5S)-

Base Information

• Chemical Name: 8-Azabicyclo[3.2.1]heptane-2-carboxamide, 3-(4-bromophenyl)-N-[2-[[(4-methoxyphenyl)methyl]thio]ethyl]-8-methyl-, (1R,2R,3S,5S)-
• CAS No.: 185348-36-1
• Molecular Formula: C25H31BrN2O2S
• Molecular Weight: 503.503
• Mol file: 185348-36-1.mol

Synonyms:

Chemical Property of 8-Azabicyclo[3.2.1]heptane-2-carboxamide, 3-(4-bromophenyl)-N-[2-[[(4-methoxyphenyl)methyl]thio]ethyl]-8-methyl-, (1R,2R,3S,5S)-

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of 8-Azabicyclo[3.2.1]heptane-2-carboxamide, 3-(4-bromophenyl)-N-[2-[[(4-methoxyphenyl)methyl]thio]ethyl]-8-methyl-, (1R,2R,3S,5S)-

There total 2 articles about 8-Azabicyclo[3.2.1]heptane-2-carboxamide, 3-(4-bromophenyl)-N-[2-[[(4-methoxyphenyl)methyl]thio]ethyl]-8-methyl-, (1R,2R,3S,5S)- 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:

3β-[4-Bromophenyl]tropan-2β-Carboxylic Acid (150583-19-0) → (1R,2S,3S,5S)-3-(4-Bromo-phenyl)-8-methyl-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid [2-(4-methoxy-benzylsulfanyl)-ethyl]-amide (185348-36-1)

Guidance literature:

Multi-step reaction with 2 steps

1: (COCl)2 / CH₂Cl₂ / 1.5 h / Ambient temperature

2: Et₃N / CH₂Cl₂ / 6 h / Ambient temperature

With oxalyl dichloride; triethylamine; In dichloromethane;

DOI:10.1021/jm960532j

Reference yield:

2?((4?methoxybenzyl)thio)ethan?1?amine (22876-64-8) + (1R,2S,3S,5S)-3-(4-Bromo-phenyl)-8-methyl-8-aza-bicyclo[3.2.1]octane-2-carbonyl chloride (185348-32-7) → (1R,2S,3S,5S)-3-(4-Bromo-phenyl)-8-methyl-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid [2-(4-methoxy-benzylsulfanyl)-ethyl]-amide (185348-36-1)

Guidance literature:

With triethylamine; In dichloromethane; for 6h; Yield given; Ambient temperature;

DOI:10.1021/jm960532j

Reference yield: 77.0%

(1R,2S,3S,5S)-3-(4-Bromo-phenyl)-8-methyl-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid [2-(4-methoxy-benzylsulfanyl)-ethyl]-amide (185348-36-1) → [(1R,2R,3S,5S)-3-(4-Bromo-phenyl)-8-methyl-8-aza-bicyclo[3.2.1]oct-2-ylmethyl]-[2-(4-methoxy-benzylsulfanyl)-ethyl]-amine (185348-39-4)

Guidance literature:

With borane-THF; for 12h; Heating;

DOI:10.1021/jm960532j

upstream raw materials:

2?((4?methoxybenzyl)thio)ethan?1?amine

(1R,2S,3S,5S)-3-(4-Bromo-phenyl)-8-methyl-8-aza-bicyclo[3.2.1]octane-2-carbonyl chloride

3β-[4-Bromophenyl]tropan-2β-Carboxylic Acid

Downstream raw materials:

[(1R,2R,3S,5S)-3-(4-Bromo-phenyl)-8-methyl-8-aza-bicyclo[3.2.1]oct-2-ylmethyl]-[2-(4-methoxy-benzylsulfanyl)-ethyl]-amine

N-[(1R,2R,3S,5S)-3-(4-Bromo-phenyl)-8-methyl-8-aza-bicyclo[3.2.1]oct-2-ylmethyl]-N,N'-bis-[2-(4-methoxy-benzylsulfanyl)-ethyl]-ethane-1,2-diamine

2-{[(1R,2R,3S,5S)-3-(4-Bromo-phenyl)-8-methyl-8-aza-bicyclo[3.2.1]oct-2-ylmethyl]-[2-(4-methoxy-benzylsulfanyl)-ethyl]-amino}-N-[2-(4-methoxy-benzylsulfanyl)-ethyl]-acetamide

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