(3R,4S,5S,8S,9R,16R)-16-methyl-10-phenyl<13>cytochalasa-6(7),13^t-diene-1,23-dione

Base Information

• Chemical Name: (3R,4S,5S,8S,9R,16R)-16-methyl-10-phenyl<13>cytochalasa-6(7),13^t-diene-1,23-dione
• CAS No.: 122799-06-8
• Molecular Formula: C₂₉H₃₉NO₂
• Molecular Weight: 433.634

Synonyms:

Chemical Property of (3R,4S,5S,8S,9R,16R)-16-methyl-10-phenyl<13>cytochalasa-6(7),13^t-diene-1,23-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,4S,5S,8S,9R,16R)-16-methyl-10-phenyl<13>cytochalasa-6(7),13^t-diene-1,23-dione

There total 12 articles about (3R,4S,5S,8S,9R,16R)-16-methyl-10-phenyl<13>cytochalasa-6(7),13^t-diene-1,23-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: 11.0%

(E)-(R)-19-Benzoyl-18-benzyl-9,15,16-trimethyl-19-aza-tricyclo[11.7.0.01,17]icosa-11,14-diene-2,20-dione (97345-53-4,97373-24-5,122799-04-6,122799-05-7) → (3R,4S,5R,8R,9R,16R)-16-methyl-10-phenyl<13>cytochalasa-6(7),13t-diene-1,32-dione (122799-07-9) + (3R,4S,5S,8S,9R,16R)-16-methyl-10-phenyl<13>cytochalasa-6(7),13t-diene-1,23-dione (122799-06-8) + (5R,8R,16R)-16-methyl-19-phenyl<13>cytochalasa-6(7),13t-diene-1,23-dione (97373-25-6) + (16R)-16-methyl-19-phenyl<13>cytochalasa-6(7),13t-diene-1,23-dione (97345-54-5)

Guidance literature:

With potassium hydroxide; In methanol; benzene;

Reference yield:

(R)-6-((tert-butyldimethylsilyl)oxy)-4-methylhexanal (116370-26-4,97345-72-7) → (3R,4S,5S,8S,9R,16R)-16-methyl-10-phenyl<13>cytochalasa-6(7),13t-diene-1,23-dione (122799-06-8)

Guidance literature:

Multi-step reaction with 10 steps

1: 74 percent / potassium hexamethyldisilazide / tetrahydrofuran / 1.) -78 deg C, 2 h, 2.) room temperature, 1 h

2: 96 percent / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / Ambient temperature

3: 90 percent / hydrogen / 10percent Pd-C / ethanol / 2 h / Ambient temperature

4: 1.) DMSO, oxalyl chloride, 2.) triethylamine / 1.) CH₂Cl₂, -60 deg C, 15 min, 2.) -60 deg C, 30 min

5: 73 percent / 1.) butyl-lithium, 2.) hexamethylphosphoric triamide / tetrahydrofuran; hexane

6: 93 percent / NaOH / ethanol; H₂O / 3 h / Ambient temperature

7: 90 percent / tetrahydrofuran / 12 h / Ambient temperature

9: Heating

10: 12 percent / 50percent aq. KOH / benzene; methanol

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hydroxide; sodium hydroxide; n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; hydrogen; potassium hexamethylsilazane; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; hexane; water; benzene;

Reference yield:

(+)-(6R)-8-tert-butyldimethylsilyloxy-2,6-dimethyloct-2-ene (97345-71-6) → (3R,4S,5S,8S,9R,16R)-16-methyl-10-phenyl<13>cytochalasa-6(7),13t-diene-1,23-dione (122799-06-8)

Guidance literature:

Multi-step reaction with 11 steps

1: 1.) ozone, 2.) dimethyl sulphide / 1.) methanol, -78 deg C, 2.) -78 deg C, 2 h, room temp., 12 h

2: 74 percent / potassium hexamethyldisilazide / tetrahydrofuran / 1.) -78 deg C, 2 h, 2.) room temperature, 1 h

3: 96 percent / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / Ambient temperature

4: 90 percent / hydrogen / 10percent Pd-C / ethanol / 2 h / Ambient temperature

5: 1.) DMSO, oxalyl chloride, 2.) triethylamine / 1.) CH₂Cl₂, -60 deg C, 15 min, 2.) -60 deg C, 30 min

6: 73 percent / 1.) butyl-lithium, 2.) hexamethylphosphoric triamide / tetrahydrofuran; hexane

7: 93 percent / NaOH / ethanol; H₂O / 3 h / Ambient temperature

8: 90 percent / tetrahydrofuran / 12 h / Ambient temperature

10: Heating

11: 12 percent / 50percent aq. KOH / benzene; methanol

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hydroxide; sodium hydroxide; n-butyllithium; oxalyl dichloride; dimethylsulfide; tetrabutyl ammonium fluoride; hydrogen; potassium hexamethylsilazane; ozone; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; hexane; water; benzene;

upstream raw materials:

(E)-(R)-19-Benzoyl-18-benzyl-9,15,16-trimethyl-19-aza-tricyclo[11.7.0.0^1,17]icosa-11,14-diene-2,20-dione

(2E,4E)-4-Methylhexa-2,4-dienylphosphonic acid diethylester

(R)-6-((tert-butyldimethylsilyl)oxy)-4-methylhexanal

(8R)-ethyl 10-hydroxy-8-methyldecanoate

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