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

Base Information

Chemical Name:(+)-2,3,4,5-tetradehydro-1-<(p-methoxyphenyl)sulfonyl>-11α-methyl-11β-(p-tolylthio)-20,21-dinoraspidospermidin-10-one
CAS No.:88995-76-0
Molecular Formula:C₃₂H₃₀N₂O₄S₂
Molecular Weight:570.733
Hs Code.:

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

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

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

There total 13 articles about (+)-2,3,4,5-tetradehydro-1-<(p-methoxyphenyl)sulfonyl>-11α-methyl-11β-(p-tolylthio)-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:

: 84960-68-9
2,3,4,5-tetradehydro-1-<(p-methoxyphenyl)sulfonyl>-11β-(phenylthio)-20,21-dinoraspidospermidin-10-one

: 74-88-4
methyl iodide

: 88995-76-0
(+)-2,3,4,5-tetradehydro-1-<(p-methoxyphenyl)sulfonyl>-11α-methyl-11β-(p-tolylthio)-20,21-dinoraspidospermidin-10-one

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; at -70 ℃;
DOI:10.1021/ja00319a034

Reference yield:

: 80664-26-2
N-<(4-methoxyphenyl)sulfonyl>-2-methylindole-3-carboxaldehyde

: 88995-76-0
(+)-2,3,4,5-tetradehydro-1-<(p-methoxyphenyl)sulfonyl>-11α-methyl-11β-(p-tolylthio)-20,21-dinoraspidospermidin-10-one

Guidance literature:: Multi-step reaction with 7 steps

1: 98 percent / 4-Angstroem molecular sieves / CH₂Cl₂ / 15 h

3: 90 percent / zinc, glacial acetic acid / tetrahydrofuran; H₂O / 3 h / 20 °C

4: 1 N NaOH / CH₂Cl₂ / 0.25 h / 0 °C

5: 10percent aq. sodium bicarbonate, 3-chloroperoxybenzoic acid / CH₂Cl₂ / 2 h

6: 1.) trifluoroacetic anhydride; 2.) chlorobenzene / 1.) CH₂Cl₂, 0 deg C, 15 min; 2.) 135 deg C, 2.5 h

7: LDA / tetrahydrofuran / -70 °C

With sodium hydroxide; 4 A molecular sieve; sodium hydrogencarbonate; acetic acid; chlorobenzene; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic anhydride; zinc; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/ja00319a034

Reference yield:

: 84960-67-8
cis-2,3,4,4a,5,6,7,11c-octahydro-5α-chloro-7-<(p-methoxyphenyl)-sulfonyl>-1H-pyrido<3,2-c>carbazole

: 88995-76-0
(+)-2,3,4,5-tetradehydro-1-<(p-methoxyphenyl)sulfonyl>-11α-methyl-11β-(p-tolylthio)-20,21-dinoraspidospermidin-10-one

Guidance literature:: Multi-step reaction with 4 steps

1: 1 N NaOH / CH₂Cl₂ / 0.25 h / 0 °C

2: 10percent aq. sodium bicarbonate, 3-chloroperoxybenzoic acid / CH₂Cl₂ / 2 h

3: 1.) trifluoroacetic anhydride; 2.) chlorobenzene / 1.) CH₂Cl₂, 0 deg C, 15 min; 2.) 135 deg C, 2.5 h

4: LDA / tetrahydrofuran / -70 °C

With sodium hydroxide; sodium hydrogencarbonate; chlorobenzene; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic anhydride; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00319a034