(+/-)-2,3-didehydro-1-<(p-methoxyphenyl)sulfonyl>aspidospermidin-8-one

Base Information

• Chemical Name: (+/-)-2,3-didehydro-1-<(p-methoxyphenyl)sulfonyl>aspidospermidin-8-one
• CAS No.: 80664-35-3
• Molecular Formula: C₂₆H₂₈N₂O₄S
• Molecular Weight: 464.585
• Mol file: 80664-35-3.mol

Synonyms:(+/-)-2,3-didehydro-1-<(p-methoxyphenyl)sulfonyl>aspidospermidin-8-one

Chemical Property of (+/-)-2,3-didehydro-1-<(p-methoxyphenyl)sulfonyl>aspidospermidin-8-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-2,3-didehydro-1-<(p-methoxyphenyl)sulfonyl>aspidospermidin-8-one

There total 6 articles about (+/-)-2,3-didehydro-1-<(p-methoxyphenyl)sulfonyl>aspidospermidin-8-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: 81.0%

(+/-)-2,3-didehydro-1-<(p-methoxyphenyl)sulfonyl>-11β-(phenylthio)-aspidospermidin-8-one (80664-34-2) → (+/-)-2,3-didehydro-1-<(p-methoxyphenyl)sulfonyl>aspidospermidin-8-one (80664-35-3)

Guidance literature:

With nickel; In ethanol; at 20 ℃; for 1h;

DOI:10.1021/ja00368a058

Reference yield:

cis-4a-ethyl-1,3,4,4a,5,6,7,11c-octahydro-7-<(p-methoxyphenyl)sulfonyl>-1-<2-(phenylthio)ethyl>-2H-pyrido<3,2-c>carbazol-2-one (80664-29-5) → (+/-)-2,3-didehydro-1-<(p-methoxyphenyl)sulfonyl>aspidospermidin-8-one (80664-35-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / aq. sodium bicarbonate, m-chloroperoxybenzoic acid / CH₂Cl₂ / 0.83 h / 0 °C

2: 1.) trifluoroacetic anhydride / 1.) methylene chloride, 0 deg C₁₀ min; 0 deg c -> 20 deg C, 30 min; 2.) chlorobenzene, 20 deg C -> 135 deg C, 1.5 h; 135 deg C, 2.5 h

3: 81 percent / Raney nickel W-2 / ethanol / 1 h / 20 °C

With Raney nickel W-2; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic anhydride; In ethanol; dichloromethane;

DOI:10.1021/ja00352a038

Reference yield:

(4aS,11cR)-1-(2-Benzenesulfinyl-ethyl)-4a-ethyl-7-(4-methoxy-benzenesulfonyl)-4,4a,5,6,7,11c-hexahydro-1H,3H-pyrido[3,2-c]carbazol-2-one (85993-33-5) → (+/-)-2,3-didehydro-1-<(p-methoxyphenyl)sulfonyl>aspidospermidin-8-one (80664-35-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) trifluoroacetic anhydride / 1.) methylene chloride, 0 deg C₁₀ min; 0 deg c -> 20 deg C, 30 min; 2.) chlorobenzene, 20 deg C -> 135 deg C, 1.5 h; 135 deg C, 2.5 h

2: 81 percent / Raney nickel W-2 / ethanol / 1 h / 20 °C

With Raney nickel W-2; trifluoroacetic anhydride; In ethanol;

DOI:10.1021/ja00352a038

upstream raw materials:

(+/-)-2,3-didehydro-1-<(p-methoxyphenyl)sulfonyl>-11β-(phenylthio)-aspidospermidin-8-one

cis-4a-ethyl-1,3,4,4a,5,6,7,11c-octahydro-7-<(p-methoxyphenyl)sulfonyl>-1-<2-(phenylthio)ethyl>-2H-pyrido<3,2-c>carbazol-2-one

(4aS,11cR)-1-(2-Benzenesulfinyl-ethyl)-4a-ethyl-7-(4-methoxy-benzenesulfonyl)-4,4a,5,6,7,11c-hexahydro-1H,3H-pyrido[3,2-c]carbazol-2-one

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

Downstream raw materials:

2,3,6,7-tetrahydro-1-<(p-methoxyphenyl)sulfonyl>aspidospermidin-8-thione

2,3,6,7-tetrahydro-1-<(p-methoxyphenyl)sulfonyl>aspidospermidin-8-one

2,3-didehydro-1-<(p-methoxyphenyl)sulfonyl>aspidospermidin-8-thione

3,3-dichloro-1,2-dehydroaspidospermidin-8-one