(16S)-2-benzoyl-10-(1-benzoylindol-3-yl)-18,18-ethylenedioxy-16-methyl<11>cytochalasa-6(7),13^t-diene-1,21-dione

Base Information

• Chemical Name: (16S)-2-benzoyl-10-(1-benzoylindol-3-yl)-18,18-ethylenedioxy-16-methyl<11>cytochalasa-6(7),13^t-diene-1,21-dione
• CAS No.: 109355-86-4
• Molecular Formula: C₄₅H₄₆N₂O₆
• Molecular Weight: 710.87

Synonyms:(16S)-2-benzoyl-10-(1-benzoylindol-3-yl)-18,18-ethylenedioxy-16-methyl<11>cytochalasa-6(7),13^t-diene-1,21-dione

Chemical Property of (16S)-2-benzoyl-10-(1-benzoylindol-3-yl)-18,18-ethylenedioxy-16-methyl<11>cytochalasa-6(7),13^t-diene-1,21-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (16S)-2-benzoyl-10-(1-benzoylindol-3-yl)-18,18-ethylenedioxy-16-methyl<11>cytochalasa-6(7),13^t-diene-1,21-dione

There total 21 articles about (16S)-2-benzoyl-10-(1-benzoylindol-3-yl)-18,18-ethylenedioxy-16-methyl<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:

(S)-benzyl (1-(indol-3-yl)-3-oxopropan-2-yl)carbamate (139091-30-8,109364-32-1) → (16S)-2-benzoyl-10-(1-benzoylindol-3-yl)-18,18-ethylenedioxy-16-methyl<11>cytochalasa-6(7),13t-diene-1,21-dione (109355-86-4)

Guidance literature:

Multi-step reaction with 8 steps

1: 70 percent / LDA

2: 81 percent / H₂, AcOH / Pd/C / ethanol

3: 95 percent / NaOEt / ethanol

4: 77 percent / Et₃N, DMAP

5: 68 percent / LiN(SiMe₃)2

6: 84 percent / LiN(SiMe₃)2

7: H₂O₂, m-chloroperoxybenzoic acid / 1.) -40 deg C, 2.) 0 deg C

8: toluene / 7 h / 80 °C

With dmap; hydrogen; dihydrogen peroxide; sodium ethanolate; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane; lithium diisopropyl amide; palladium on activated charcoal; In ethanol; toluene;

DOI:10.1039/c39860001447

Reference yield:

(S)-N-benzyloxycarbonyl-L-tryptophan methyl ester (2717-76-2,130812-44-1,130812-46-3) → (16S)-2-benzoyl-10-(1-benzoylindol-3-yl)-18,18-ethylenedioxy-16-methyl<11>cytochalasa-6(7),13t-diene-1,21-dione (109355-86-4)

Guidance literature:

Multi-step reaction with 9 steps

1: 73 percent / i-Bu₂AlH

2: 70 percent / LDA

3: 81 percent / H₂, AcOH / Pd/C / ethanol

4: 95 percent / NaOEt / ethanol

5: 77 percent / Et₃N, DMAP

6: 68 percent / LiN(SiMe₃)2

7: 84 percent / LiN(SiMe₃)2

8: H₂O₂, m-chloroperoxybenzoic acid / 1.) -40 deg C, 2.) 0 deg C

9: toluene / 7 h / 80 °C

With dmap; hydrogen; dihydrogen peroxide; sodium ethanolate; diisobutylaluminium hydride; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane; lithium diisopropyl amide; palladium on activated charcoal; In ethanol; toluene;

DOI:10.1039/c39860001447

Reference yield:

(E)-(S)-4-Benzyloxycarbonylamino-5-(1H-indol-3-yl)-pent-2-enoic acid ethyl ester (109374-23-4) → (16S)-2-benzoyl-10-(1-benzoylindol-3-yl)-18,18-ethylenedioxy-16-methyl<11>cytochalasa-6(7),13t-diene-1,21-dione (109355-86-4)

Guidance literature:

Multi-step reaction with 7 steps

1: 81 percent / H₂, AcOH / Pd/C / ethanol

2: 95 percent / NaOEt / ethanol

3: 77 percent / Et₃N, DMAP

4: 68 percent / LiN(SiMe₃)2

5: 84 percent / LiN(SiMe₃)2

6: H₂O₂, m-chloroperoxybenzoic acid / 1.) -40 deg C, 2.) 0 deg C

7: toluene / 7 h / 80 °C

With dmap; hydrogen; dihydrogen peroxide; sodium ethanolate; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane; palladium on activated charcoal; In ethanol; toluene;

DOI:10.1039/c39860001447

upstream raw materials:

(S)-1-Benzoyl-5-(1-benzoyl-1H-indol-3-ylmethyl)-3-{3-[2-((4E,6E,8E)-(S)-2,8-dimethyl-deca-4,6,8-trienyl)-[1,3]dioxolan-2-yl]-propionyl}-1,5-dihydro-pyrrol-2-one

(S)-Citronellal

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

(6S)-ethyl 6,10-dimethyl-4-oxoundec-9-enoate

Downstream raw materials:

(16S)-2-benzoyl-10-(N-benzoylindol-3-yl)-16-methyl<11>cytochalasa-6(7),13^t-diene-1,18,21-trione

cytochalasin G

(6R,7S,16S)-2-benzoyl-10-(1-benzoylindol-3-yl)-6,7-epoxy-16-methyl<11>cytochalas-13^t-ene-1,18,21-trione

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