2,3,4,5-tetradehydro-1-<(p-methoxyphenyl)sulfonyl>-11β-(phenylthio)-20,21-dinoraspidospermidin-10-one

Base Information

• Chemical Name: 2,3,4,5-tetradehydro-1-<(p-methoxyphenyl)sulfonyl>-11β-(phenylthio)-20,21-dinoraspidospermidin-10-one
• CAS No.: 84960-68-9
• Molecular Formula: C₃₀H₂₆N₂O₄S₂
• Molecular Weight: 542.679
• Mol file: 84960-68-9.mol

Synonyms:2,3,4,5-tetradehydro-1-<(p-methoxyphenyl)sulfonyl>-11β-(phenylthio)-20,21-dinoraspidospermidin-10-one

Chemical Property of 2,3,4,5-tetradehydro-1-<(p-methoxyphenyl)sulfonyl>-11β-(phenylthio)-20,21-dinoraspidospermidin-10-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3,4,5-tetradehydro-1-<(p-methoxyphenyl)sulfonyl>-11β-(phenylthio)-20,21-dinoraspidospermidin-10-one

There total 8 articles about 2,3,4,5-tetradehydro-1-<(p-methoxyphenyl)sulfonyl>-11β-(phenylthio)-20,21-dinoraspidospermidin-10-one 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:

(phenylthio)acetic acid chloride (7031-27-8) → 2,3,4,5-tetradehydro-1-<(p-methoxyphenyl)sulfonyl>-11β-(phenylthio)-20,21-dinoraspidospermidin-10-one (84960-68-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / MCPBA

2: 1.) TFAA / 1.) CH₂Cl₂, 0 deg C, 2.) chlorobenzene, 130 deg C

With 3-chloro-benzenecarboperoxoic acid; trifluoroacetic anhydride;

DOI:10.1021/ja00345a081

Reference yield:

N-<(4-methoxyphenyl)sulfonyl>-2-methylindole-3-carboxaldehyde (80664-26-2) → 2,3,4,5-tetradehydro-1-<(p-methoxyphenyl)sulfonyl>-11β-(phenylthio)-20,21-dinoraspidospermidin-10-one (84960-68-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 98 percent / 4A molecular sieves

2: 50 percent / N(i-Pr)2Et / chlorobenzene / 120 °C

3: 91 percent / Zn, AcOH / tetrahydrofuran; H₂O / 20 °C

4: 91 percent / MCPBA

5: 1.) TFAA / 1.) CH₂Cl₂, 0 deg C, 2.) chlorobenzene, 130 deg C

With 4 A molecular sieve; acetic acid; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic anhydride; zinc; In tetrahydrofuran; water; chlorobenzene;

DOI:10.1021/ja00345a081

Reference yield:

2,2,2-trichloroethyl cis-2,3,4,4a,5,6,7,11c-octahydro-5α-chloro-7-<(p-methoxyphenyl)sulfonyl>-1H-pyrido<3,2-c>carbazole-1-carboxylate (88981-61-7) → 2,3,4,5-tetradehydro-1-<(p-methoxyphenyl)sulfonyl>-11β-(phenylthio)-20,21-dinoraspidospermidin-10-one (84960-68-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 91 percent / Zn, AcOH / tetrahydrofuran; H₂O / 20 °C

2: 91 percent / MCPBA

3: 1.) TFAA / 1.) CH₂Cl₂, 0 deg C, 2.) chlorobenzene, 130 deg C

With acetic acid; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic anhydride; zinc; In tetrahydrofuran; water;

DOI:10.1021/ja00345a081

upstream raw materials:

2-Benzenesulfinyl-1-[(4aS,5S,11cR)-5-chloro-7-(4-methoxy-benzenesulfonyl)-2,3,4,4a,5,6,7,11c-octahydro-pyrido[3,2-c]carbazol-1-yl]-ethanone

(phenylthio)acetic acid chloride

N-<(4-methoxyphenyl)sulfonyl>-2-methylindole-3-carboxaldehyde

((E)-5-Chloro-pent-4-enyl)-[1-[1-(4-methoxy-benzenesulfonyl)-2-methyl-1H-indol-3-yl]-meth-(E)-ylidene]-amine

Downstream raw materials:

C₃₃H₃₀N₂O₄S₂

(+)-2,3,4,5-tetradehydro-1-<(p-methoxyphenyl)sulfonyl>-11α-methyl-11β-(p-tolylthio)-20,21-dinoraspidospermidin-10-one

C₃₄H₃₂N₂O₆S₂

2,3,4,5-tetradehydro-1-<(p-methoxyphenyl)sulfonyl>-11β-(phenylthio)-11α-(prop-2-en-1-yl)-20,21-dinoraspidospermidin-10-one