1,5,9,13-Tetraazacycloheptadecan-6-one,8-(4-methoxyphenyl)-, (8S)-

Base Information

• Chemical Name: 1,5,9,13-Tetraazacycloheptadecan-6-one,8-(4-methoxyphenyl)-, (8S)-
• CAS No.: 151813-62-6
• Molecular Formula: C20H34 N4 O2
• Molecular Weight: 362.516
• Mol file: 151813-62-6.mol

Synonyms:1,5,9,13-Tetraazacycloheptadecan-6-one,8-(4-methoxyphenyl)-, (S)-; (-)-Buchnerine; (S)-Buchnerine; Buchnerine

Chemical Property of 1,5,9,13-Tetraazacycloheptadecan-6-one,8-(4-methoxyphenyl)-, (8S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,5,9,13-Tetraazacycloheptadecan-6-one,8-(4-methoxyphenyl)-, (8S)-

There total 6 articles about 1,5,9,13-Tetraazacycloheptadecan-6-one,8-(4-methoxyphenyl)-, (8S)- 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: 95.0%

(-)-(S)-8-(4-methoxyphenyl)-1,13-bis[(4-methylphenyl)sulfonyl]-1,5,9,13-tetraazacycloheptadecan-6-one (373360-25-9) → (-)-(S)-8-(4-methoxyphenyl)-1,5,9,13-tetraazacycloheptadecan-6-one (151813-62-6)

Guidance literature:

electrochemical detosylation;

DOI:10.1002/1522-2675(20010711)84:7<2108::AID-HLCA2108>3.0.CO;2-G

Reference yield:

methyl (-)-(S)-3-(4-methoxyphenyl)-3-({3-[(4-methylphenylsulfonyl)amino]propyl}amino)propanoate (444119-33-9) → (-)-(S)-8-(4-methoxyphenyl)-1,5,9,13-tetraazacycloheptadecan-6-one (151813-62-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / Cu(Ac)2 / 24 h / 20 °C

2: 90 percent / Et₃N / CHCl₃ / 0.5 h / 0 °C

3: 83 percent / Cs₂CO₃ / dimethylformamide

4: 95 percent / Electrochemical reaction

With caesium carbonate; triethylamine; copper diacetate; In chloroform; N,N-dimethyl-formamide;

DOI:10.1002/1522-2675(200204)85:4<979::AID-HLCA979>3.0.CO;2-F

Reference yield:

(-)-(S)-N-(3-aminopropyl)-3-({3-[(4-methylphenylsulfonyl)amino]propyl}amino)-(4-methoxyphenyl)propanamide (444119-35-1) → (-)-(S)-8-(4-methoxyphenyl)-1,5,9,13-tetraazacycloheptadecan-6-one (151813-62-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / Et₃N / CHCl₃ / 0.5 h / 0 °C

2: 83 percent / Cs₂CO₃ / dimethylformamide

3: 95 percent / Electrochemical reaction

With caesium carbonate; triethylamine; In chloroform; N,N-dimethyl-formamide;

DOI:10.1002/1522-2675(200204)85:4<979::AID-HLCA979>3.0.CO;2-F

upstream raw materials:

(-)-(S)-8-(4-methoxyphenyl)-1,13-bis[(4-methylphenyl)sulfonyl]-1,5,9,13-tetraazacycloheptadecan-6-one

(-)-(S)-3-(4-methoxyphenyl)-N-{3-[(4-methylphenylsulfonyl)amino]propyl}-3-({3-[(4-methylphenylsulfonyl)amino]propyl}amino)propanamide

(-)-(S)-N-(3-aminopropyl)-3-({3-[(4-methylphenylsulfonyl)amino]propyl}amino)-(4-methoxyphenyl)propanamide

methyl (-)-(S)-3-(4-methoxyphenyl)-3-({3-[(4-methylphenylsulfonyl)amino]propyl}amino)propanoate

Downstream raw materials:

(-)-(8S)-1-[(E)-3-(4-methoxyphenyl)prop-2-enoyl]-8-(4-methoxyphenyl)-1,5,9,13-tetraazacycloheptadecan-6-one

(-)-ephedradine A

(-)-(8S)-1-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]-8-(4-hydroxyphenyl)-1,5,9,13-tetraazacycloheptadecan-6-one

(11S,17S,18S)-aphelandrine