(3RS,5S,6'S,8'E,10'E,12'E)-1-benzoyl-5-(1-benzoylindol-3-ylmethyl)-3-(4',4'-ethylenedioxy-6',12'-dimethyl-1'-oxotetradeca-8',10',12'-trienyl)-3-phenylselenopyrrolidin-2-one

Base Information

• Chemical Name: (3RS,5S,6'S,8'E,10'E,12'E)-1-benzoyl-5-(1-benzoylindol-3-ylmethyl)-3-(4',4'-ethylenedioxy-6',12'-dimethyl-1'-oxotetradeca-8',10',12'-trienyl)-3-phenylselenopyrrolidin-2-one
• CAS No.: 122749-13-7
• Molecular Formula: C₅₁H₅₂N₂O₆Se
• Molecular Weight: 867.944

Synonyms:

Chemical Property of (3RS,5S,6'S,8'E,10'E,12'E)-1-benzoyl-5-(1-benzoylindol-3-ylmethyl)-3-(4',4'-ethylenedioxy-6',12'-dimethyl-1'-oxotetradeca-8',10',12'-trienyl)-3-phenylselenopyrrolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3RS,5S,6'S,8'E,10'E,12'E)-1-benzoyl-5-(1-benzoylindol-3-ylmethyl)-3-(4',4'-ethylenedioxy-6',12'-dimethyl-1'-oxotetradeca-8',10',12'-trienyl)-3-phenylselenopyrrolidin-2-one

There total 19 articles about (3RS,5S,6'S,8'E,10'E,12'E)-1-benzoyl-5-(1-benzoylindol-3-ylmethyl)-3-(4',4'-ethylenedioxy-6',12'-dimethyl-1'-oxotetradeca-8',10',12'-trienyl)-3-phenylselenopyrrolidin-2-one 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) → (3RS,5S,6'S,8'E,10'E,12'E)-1-benzoyl-5-(1-benzoylindol-3-ylmethyl)-3-(4',4'-ethylenedioxy-6',12'-dimethyl-1'-oxotetradeca-8',10',12'-trienyl)-3-phenylselenopyrrolidin-2-one (122749-13-7,122798-92-9)

Guidance literature:

Multi-step reaction with 6 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

With dmap; hydrogen; sodium ethanolate; acetic acid; triethylamine; lithium hexamethyldisilazane; lithium diisopropyl amide; palladium on activated charcoal; In ethanol;

DOI:10.1039/c39860001447

Reference yield:

(S)-N-benzyloxycarbonyl-L-tryptophan methyl ester (2717-76-2,130812-44-1,130812-46-3) → (3RS,5S,6'S,8'E,10'E,12'E)-1-benzoyl-5-(1-benzoylindol-3-ylmethyl)-3-(4',4'-ethylenedioxy-6',12'-dimethyl-1'-oxotetradeca-8',10',12'-trienyl)-3-phenylselenopyrrolidin-2-one (122749-13-7,122798-92-9)

Guidance literature:

Multi-step reaction with 7 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

With dmap; hydrogen; sodium ethanolate; diisobutylaluminium hydride; acetic acid; triethylamine; lithium hexamethyldisilazane; lithium diisopropyl amide; palladium on activated charcoal; In ethanol;

DOI:10.1039/c39860001447

Reference yield:

(E)-(S)-4-Benzyloxycarbonylamino-5-(1H-indol-3-yl)-pent-2-enoic acid ethyl ester (109374-23-4) → (3RS,5S,6'S,8'E,10'E,12'E)-1-benzoyl-5-(1-benzoylindol-3-ylmethyl)-3-(4',4'-ethylenedioxy-6',12'-dimethyl-1'-oxotetradeca-8',10',12'-trienyl)-3-phenylselenopyrrolidin-2-one (122749-13-7,122798-92-9)

Guidance literature:

Multi-step reaction with 5 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

With dmap; hydrogen; sodium ethanolate; acetic acid; triethylamine; lithium hexamethyldisilazane; palladium on activated charcoal; In ethanol;

DOI:10.1039/c39860001447

upstream raw materials:

Phenylselenyl chloride

(6S,8E,10E,12E)-4,4-ethylenedioxy-1-(imidazol-1-yl)-6,12-dimethyltetradeca-8,10,12-trien-1-one

(5R)-1-benzoyl-5-(1-benzoylindol-3-ylmethyl)pyrrolidin-2-one

(S)-Citronellal

Downstream 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

cytochalasin G

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

(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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