(16S,18S)-16,18-dimethyl-10-phenyl-18-(2-trimethylsilylethoxymethoxy)<11>cytochalasa-6(7),13^t-diene-1,21-dione

Base Information

• Chemical Name: (16S,18S)-16,18-dimethyl-10-phenyl-18-(2-trimethylsilylethoxymethoxy)<11>cytochalasa-6(7),13^t-diene-1,21-dione
• CAS No.: 104720-31-2
• Molecular Formula: C₃₄H₅₁NO₄Si
• Molecular Weight: 565.869

Synonyms:(16S,18S)-16,18-dimethyl-10-phenyl-18-(2-trimethylsilylethoxymethoxy)<11>cytochalasa-6(7),13^t-diene-1,21-dione

Chemical Property of (16S,18S)-16,18-dimethyl-10-phenyl-18-(2-trimethylsilylethoxymethoxy)<11>cytochalasa-6(7),13^t-diene-1,21-dione

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of (16S,18S)-16,18-dimethyl-10-phenyl-18-(2-trimethylsilylethoxymethoxy)<11>cytochalasa-6(7),13^t-diene-1,21-dione

There total 22 articles about (16S,18S)-16,18-dimethyl-10-phenyl-18-(2-trimethylsilylethoxymethoxy)<11>cytochalasa-6(7),13^t-diene-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: 98.0%

(16S,18S)-2-benzoyl-16,18-dimethyl-10-phenyl-18-(2-trimethylsilylethoxymethoxy)<11>cytochalasa-6(7),13t-diene-1,21-dione (104701-99-7) → (16S,18S)-16,18-dimethyl-10-phenyl-18-(2-trimethylsilylethoxymethoxy)<11>cytochalasa-6(7),13t-diene-1,21-dione (104720-31-2)

Guidance literature:

With sodium hydroxide; In methanol; water; at 0 ℃; for 2h;

Reference yield:

(2R,4R)-5-(dimethyl-t-butylsiloxy)-2,4-dimethylpentane-1,2-diol (122749-23-9) → (16S,18S)-16,18-dimethyl-10-phenyl-18-(2-trimethylsilylethoxymethoxy)<11>cytochalasa-6(7),13t-diene-1,21-dione (104720-31-2)

Guidance literature:

Multi-step reaction with 17 steps

1: 95 percent / N-chlorosuccinimide, Me₂S, Et₃N / CH₂Cl₂ / -20 °C

2: 70 percent

3: 85 percent / Et₂N-i-Pr

4: 70 percent / Dowex 50W-X₈

5: 95 percent / H₂ / Pd/C / methanol

6: 90 percent / DMSO, oxalyl chloride

7: 70 percent

8: 1.) 9-BBN, 2.) H₂O₂, base

9: 90 percent / DMSO, oxalyl chloride

11: 90 percent / NaOH / methanol; H₂O

12: 90 percent

13: LiN(SiMe₃)2

14: 95 percent / LiN(SiMe₃)2

15: MCPBA, H₂O₂ / 1.) -40 deg C, 15 min, 2.) 0 deg C

16: toluene / 5 h / 80 - 100 °C

17: 85 percent / KOH / methanol

With potassium hydroxide; sodium hydroxide; N-chloro-succinimide; 9-borabicyclo[3.3.1]nonane dimer; oxalyl dichloride; dimethylsulfide; N,N-diethyl-N-isopropylamine; Dowex 50W-X₈; hydrogen; dihydrogen peroxide; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane; palladium on activated charcoal; In methanol; dichloromethane; water; toluene;

DOI:10.1039/c39860000724

Reference yield:

(4R,6R,2E)-methyl 7-(dimethyl-t-butylsiloxy)-4-hydroxy-4,6-dimethylhept-2-enoate (122749-26-2) → (16S,18S)-16,18-dimethyl-10-phenyl-18-(2-trimethylsilylethoxymethoxy)<11>cytochalasa-6(7),13t-diene-1,21-dione (104720-31-2)

Guidance literature:

Multi-step reaction with 15 steps

1: 85 percent / Et₂N-i-Pr

2: 70 percent / Dowex 50W-X₈

3: 95 percent / H₂ / Pd/C / methanol

4: 90 percent / DMSO, oxalyl chloride

5: 70 percent

6: 1.) 9-BBN, 2.) H₂O₂, base

7: 90 percent / DMSO, oxalyl chloride

9: 90 percent / NaOH / methanol; H₂O

10: 90 percent

11: LiN(SiMe₃)2

12: 95 percent / LiN(SiMe₃)2

13: MCPBA, H₂O₂ / 1.) -40 deg C, 15 min, 2.) 0 deg C

14: toluene / 5 h / 80 - 100 °C

15: 85 percent / KOH / methanol

With potassium hydroxide; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; oxalyl dichloride; N,N-diethyl-N-isopropylamine; Dowex 50W-X₈; hydrogen; dihydrogen peroxide; dimethyl sulfoxide; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane; palladium on activated charcoal; In methanol; water; toluene;

DOI:10.1039/c39860000724

upstream raw materials:

(16S,18S)-2-benzoyl-16,18-dimethyl-10-phenyl-18-(2-trimethylsilylethoxymethoxy)<11>cytochalasa-6(7),13^t-diene-1,21-dione

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

(2S,3R,4S)-5-<(tert-butyldimethylsilyl)oxy>-2,4-dimethyl-2,3-epoxy-1-pentanol

(2R,4R)-5-(dimethyl-t-butylsiloxy)-2,4-dimethylpentane-1,2-diol

Downstream raw materials:

(16S,18S)-18-hydroxy-16,18-dimethyl-10-phenyl<11>cytochalasa-6(7),13^t-diene-1,21-dione

(6R,7S,16S,18S)-6,7-epoxy-16,18-dimethyl-10-phenyl-18-(2-trimethylsilylethoxymethoxy)<11>cytochalas-13^t-ene-1,21-dione

cytochalasin H

(16S,18R)-16,18-dimethyl-10-phenyl-18-(2-trimethylsilylethoxymethoxy)<11>cytochalasa-6(7),13^t,19^t-triene-1,21-dione

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