Cytochalasin O

Base Information

Chemical Name:Cytochalasin O
CAS No.:119179-33-8
Molecular Formula:C₃₀H₃₉NO₇
Molecular Weight:525.642
Hs Code.:

Synonyms:Cytochalasin O

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Chemical Property of Cytochalasin O

Chemical Property:

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Technology Process of Cytochalasin O

There total 15 articles about Cytochalasin O 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: 78.0%

: 259136-52-2
(6R,7S,13E,16S,17R,18R,19E,21R)-21-Acetoxy-18-hydroxy-6,7-isopropylidenedioxy-16,18-dimethyl-10-phenyl[11]cytochalasa-13,19-dien-1,17-dione

: 119179-33-8
Cytochalasin O

Guidance literature:: With hydrogenchloride; water; In methanol; for 3h; Heating;
DOI:10.1039/a906412e

Reference yield:

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

: 119179-33-8
Cytochalasin O

Guidance literature:: Multi-step reaction with 14 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

7.1: LiN(SiMe₃)2 / tetrahydrofuran; hexane / 0.75 h / -35 °C

7.2: 52 percent / tetrahydrofuran; hexane / 0.75 h / -35 °C

8.1: NaOH; H₂O / methanol / 3 h / 20 °C

9.1: 88 percent / H₂O₂; pyridine / CH₂Cl₂; H₂O / 3 h / 20 °C

10.1: 96 percent / NaBH₄; CeCl₃*7H₂O / methanol / 10 °C

11.1: 81 percent / NEt₃; DMAP / CH₂Cl₂ / 3 h / 20 °C

12.1: 74 percent / p-TsOH*H₂O; MeOH / 8 h / 20 °C

13.1: 66 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.5 h / -60 - 20 °C

14.1: 78 percent / HCl; H₂O / methanol / 3 h / Heating

With pyridine; hydrogenchloride; methanol; dmap; sodium hydroxide; sodium tetrahydroborate; osmium(VIII) oxide; cerium(III) chloride; oxalyl dichloride; water; dihydrogen peroxide; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane; In tetrahydrofuran; pyridine; methanol; hexane; dichloromethane; 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 / 7.1: Metallation / 7.2: Phenylselenation / 8.1: Hydrolysis / 9.1: Elimination / 10.1: Reduction / 11.1: Acetylation / 12.1: Ring cleavage / 13.1: Oxidation / 14.1: Ring cleavage;
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

: 119179-33-8
Cytochalasin O

Guidance literature:: Multi-step reaction with 11 steps

1.1: benzene / 8 h / Heating

2.1: 16 percent / OsO₄ / pyridine / 1 h / -15 °C

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

4.1: LiN(SiMe₃)2 / tetrahydrofuran; hexane / 0.75 h / -35 °C

4.2: 52 percent / tetrahydrofuran; hexane / 0.75 h / -35 °C

5.1: NaOH; H₂O / methanol / 3 h / 20 °C

6.1: 88 percent / H₂O₂; pyridine / CH₂Cl₂; H₂O / 3 h / 20 °C

7.1: 96 percent / NaBH₄; CeCl₃*7H₂O / methanol / 10 °C

8.1: 81 percent / NEt₃; DMAP / CH₂Cl₂ / 3 h / 20 °C

9.1: 74 percent / p-TsOH*H₂O; MeOH / 8 h / 20 °C

10.1: 66 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.5 h / -60 - 20 °C

11.1: 78 percent / HCl; H₂O / methanol / 3 h / Heating

With pyridine; hydrogenchloride; methanol; dmap; sodium hydroxide; sodium tetrahydroborate; osmium(VIII) oxide; cerium(III) chloride; oxalyl dichloride; water; dihydrogen peroxide; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; pyridine; methanol; hexane; dichloromethane; chloroform; water; benzene; 1.1: Cycloaddition / 2.1: Oxidation / 3.1: Cyclization / 4.1: Metallation / 4.2: Phenylselenation / 5.1: Hydrolysis / 6.1: Elimination / 7.1: Reduction / 8.1: Acetylation / 9.1: Ring cleavage / 10.1: Oxidation / 11.1: Ring cleavage;
DOI:10.1039/a906412e