(6R,7S,13E,16S,17R,18R)-2-Benzoyl-6,7:17,18-bis(isopropylidenedioxy)-16,18-dimethyl-10-phenyl[11]cytochalas-13-ene-1,21-dione

Base Information

Chemical Name:(6R,7S,13E,16S,17R,18R)-2-Benzoyl-6,7:17,18-bis(isopropylidenedioxy)-16,18-dimethyl-10-phenyl[11]cytochalas-13-ene-1,21-dione
CAS No.:259136-45-3
Molecular Formula:C₄₁H₅₁NO₇
Molecular Weight:669.858
Hs Code.:

Synonyms:(6R,7S,13E,16S,17R,18R)-2-Benzoyl-6,7:17,18-bis(isopropylidenedioxy)-16,18-dimethyl-10-phenyl[11]cytochalas-13-ene-1,21-dione

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Chemical Property of (6R,7S,13E,16S,17R,18R)-2-Benzoyl-6,7:17,18-bis(isopropylidenedioxy)-16,18-dimethyl-10-phenyl[11]cytochalas-13-ene-1,21-dione

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Technology Process of (6R,7S,13E,16S,17R,18R)-2-Benzoyl-6,7:17,18-bis(isopropylidenedioxy)-16,18-dimethyl-10-phenyl[11]cytochalas-13-ene-1,21-dione

There total 7 articles about (6R,7S,13E,16S,17R,18R)-2-Benzoyl-6,7:17,18-bis(isopropylidenedioxy)-16,18-dimethyl-10-phenyl[11]cytochalas-13-ene-1,21-dione 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:

: 129056-35-5
(6R,7S,13E,16S,17R,18R)-2-Benzoyl-6,7,17,18-tetrahydroxy-16,18-dimethyl-10-phenyl[11]cytochalasa-13-ene-1,21-dione

: 77-76-9
2,2-dimethoxy-propane

: 259136-45-3
(6R,7S,13E,16S,17R,18R)-2-Benzoyl-6,7:17,18-bis(isopropylidenedioxy)-16,18-dimethyl-10-phenyl[11]cytochalas-13-ene-1,21-dione

Guidance literature:: With toluene-4-sulfonic acid; In chloroform; at 20 ℃; for 36h;
DOI:10.1039/a906412e

Reference yield:

: 94063-58-8
(5R)-1-benzoyl-5-benzylpyrrolidin-2-one

: 259136-45-3
(6R,7S,13E,16S,17R,18R)-2-Benzoyl-6,7:17,18-bis(isopropylidenedioxy)-16,18-dimethyl-10-phenyl[11]cytochalas-13-ene-1,21-dione

Guidance literature:: Multi-step reaction with 6 steps

1.1: LiN(SiMe₃)2 / tetrahydrofuran; hexane / 1 h / -70 °C

1.2: 92 percent / tetrahydrofuran / 4 h / -70 - 20 °C

2.1: LiN(SiMe₃)2 / tetrahydrofuran; hexane / 1 h / -70 °C

2.2: 100 percent / tetrahydrofuran; hexane / 2 h / -70 °C

3.1: H₂O₂; MCPBA / H₂O; CHCl₃ / 0.33 h / -50 - 0 °C

4.1: benzene / 8 h / Heating

5.1: 16 percent / OsO₄ / pyridine / 1 h / -15 °C

6.1: p-TsOH*H₂O / CHCl₃ / 36 h / 20 °C

With osmium(VIII) oxide; dihydrogen peroxide; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane; In tetrahydrofuran; pyridine; hexane; chloroform; water; benzene; 1.1: Metallation / 1.2: Acylation / 2.1: Metallation / 2.2: Phenylselenenylation / 3.1: Oxidation / 4.1: Cycloaddition / 5.1: Oxidation / 6.1: Cyclization;
DOI:10.1039/a906412e

Reference yield:

: 129063-34-9
(S)-1-Benzoyl-5-benzyl-3-((4E,8E,10E,12E)-(S)-4,6,12-trimethyl-tetradeca-4,8,10,12-tetraenoyl)-1,5-dihydro-pyrrol-2-one

: 259136-45-3
(6R,7S,13E,16S,17R,18R)-2-Benzoyl-6,7:17,18-bis(isopropylidenedioxy)-16,18-dimethyl-10-phenyl[11]cytochalas-13-ene-1,21-dione

Guidance literature:: Multi-step reaction with 3 steps

1: benzene / 8 h / Heating

2: 16 percent / OsO₄ / pyridine / 1 h / -15 °C

3: p-TsOH*H₂O / CHCl₃ / 36 h / 20 °C

With osmium(VIII) oxide; toluene-4-sulfonic acid; In pyridine; chloroform; benzene; 1: Cycloaddition / 2: Oxidation / 3: Cyclization;
DOI:10.1039/a906412e