2-((3R,6S)-4-benzoyl-5-phenyl-6-propyl-1-tosyl-1,2,3,6-tetrahydropyridin-3-yl)-1-cyclopropylethanone

Base Information

• Chemical Name: 2-((3R,6S)-4-benzoyl-5-phenyl-6-propyl-1-tosyl-1,2,3,6-tetrahydropyridin-3-yl)-1-cyclopropylethanone
• CAS No.: 1427520-14-6
• Molecular Formula: C₃₃H₃₅NO₄S
• Molecular Weight: 541.711
• Mol file: 1427520-14-6.mol

Synonyms:2-((3R,6S)-4-benzoyl-5-phenyl-6-propyl-1-tosyl-1,2,3,6-tetrahydropyridin-3-yl)-1-cyclopropylethanone

Chemical Property of 2-((3R,6S)-4-benzoyl-5-phenyl-6-propyl-1-tosyl-1,2,3,6-tetrahydropyridin-3-yl)-1-cyclopropylethanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-((3R,6S)-4-benzoyl-5-phenyl-6-propyl-1-tosyl-1,2,3,6-tetrahydropyridin-3-yl)-1-cyclopropylethanone

There total 3 articles about 2-((3R,6S)-4-benzoyl-5-phenyl-6-propyl-1-tosyl-1,2,3,6-tetrahydropyridin-3-yl)-1-cyclopropylethanone 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: 72.0%

(3S,4S)-4-(N-allyl-4-methylphenylsulfonamido)-1,3-diphenylhept-1-yn-3-yl cyclopropanecarboxylate (1427519-95-6) → 2-((3R,6S)-4-benzoyl-5-phenyl-6-propyl-1-tosyl-1,2,3,6-tetrahydropyridin-3-yl)-1-cyclopropylethanone (1427520-14-6)

Guidance literature:

With 1,3‐bis[2,6‐bis(propan‐2‐yl)phenyl]‐2‐[(phenylformonitrile)aurio]‐2,3‐dihydro‐1H‐imidazol‐2‐yl hexafluorostibane; In 1,2-dichloro-ethane; at 80 ℃; for 24h; stereoselective reaction; Inert atmosphere; Molecular sieve;

DOI:10.1021/jo400121j

Reference yield:

N-((3S,4S)-3-hydroxy-1,3-diphenylhept-1-yn-4-yl)-4-methylbenzenesulfonamide (1383950-50-2) → 2-((3R,6S)-4-benzoyl-5-phenyl-6-propyl-1-tosyl-1,2,3,6-tetrahydropyridin-3-yl)-1-cyclopropylethanone (1427520-14-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.33 h / 0 °C / Inert atmosphere

1.2: 0.5 h / 0 °C / Inert atmosphere

2.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

3.1: 1,3‐bis[2,6‐bis(propan‐2‐yl)phenyl]‐2‐[(phenylformonitrile)aurio]‐2,3‐dihydro‐1H‐imidazol‐2‐yl hexafluorostibane / 1,2-dichloro-ethane / 24 h / 80 °C / Inert atmosphere; Molecular sieve

With 1,3‐bis[2,6‐bis(propan‐2‐yl)phenyl]‐2‐[(phenylformonitrile)aurio]‐2,3‐dihydro‐1H‐imidazol‐2‐yl hexafluorostibane; sodium hydride; lithium hexamethyldisilazane; In tetrahydrofuran; 1,2-dichloro-ethane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/jo400121j

Reference yield:

C30H31NO4S → 2-((3R,6S)-4-benzoyl-5-phenyl-6-propyl-1-tosyl-1,2,3,6-tetrahydropyridin-3-yl)-1-cyclopropylethanone (1427520-14-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

2: 1,3‐bis[2,6‐bis(propan‐2‐yl)phenyl]‐2‐[(phenylformonitrile)aurio]‐2,3‐dihydro‐1H‐imidazol‐2‐yl hexafluorostibane / 1,2-dichloro-ethane / 24 h / 80 °C / Inert atmosphere; Molecular sieve

With 1,3‐bis[2,6‐bis(propan‐2‐yl)phenyl]‐2‐[(phenylformonitrile)aurio]‐2,3‐dihydro‐1H‐imidazol‐2‐yl hexafluorostibane; sodium hydride; In 1,2-dichloro-ethane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/jo400121j

upstream raw materials:

(3S,4S)-4-(N-allyl-4-methylphenylsulfonamido)-1,3-diphenylhept-1-yn-3-yl cyclopropanecarboxylate

N-((3S,4S)-3-hydroxy-1,3-diphenylhept-1-yn-4-yl)-4-methylbenzenesulfonamide