(3E,8Z,10E,6S,7S,13R,15R)-6-methyl-1-phenylselenyl-7,13-bis(triethylsilyloxy)-16-oxabicyclo[13.2.2]nonadeca-3,8,10-triene-17,18-dione

Base Information

• Chemical Name: (3E,8Z,10E,6S,7S,13R,15R)-6-methyl-1-phenylselenyl-7,13-bis(triethylsilyloxy)-16-oxabicyclo[13.2.2]nonadeca-3,8,10-triene-17,18-dione
• CAS No.: 714966-57-1
• Molecular Formula: C₃₇H₅₈O₅SeSi₂
• Molecular Weight: 717.996

Synonyms:(3E,8Z,10E,6S,7S,13R,15R)-6-methyl-1-phenylselenyl-7,13-bis(triethylsilyloxy)-16-oxabicyclo[13.2.2]nonadeca-3,8,10-triene-17,18-dione

Chemical Property of (3E,8Z,10E,6S,7S,13R,15R)-6-methyl-1-phenylselenyl-7,13-bis(triethylsilyloxy)-16-oxabicyclo[13.2.2]nonadeca-3,8,10-triene-17,18-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3E,8Z,10E,6S,7S,13R,15R)-6-methyl-1-phenylselenyl-7,13-bis(triethylsilyloxy)-16-oxabicyclo[13.2.2]nonadeca-3,8,10-triene-17,18-dione

There total 18 articles about (3E,8Z,10E,6S,7S,13R,15R)-6-methyl-1-phenylselenyl-7,13-bis(triethylsilyloxy)-16-oxabicyclo[13.2.2]nonadeca-3,8,10-triene-17,18-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:

(3S)-1-{[t-butyl(diphenyl)silyl]oxy}hex-5-en-3-ol (112897-09-3) → (3E,8Z,10E,6S,7S,13R,15R)-6-methyl-1-phenylselenyl-7,13-bis(triethylsilyloxy)-16-oxabicyclo[13.2.2]nonadeca-3,8,10-triene-17,18-dione (714966-57-1)

Guidance literature:

Multi-step reaction with 17 steps

1: Hoveyda's catalyst / CH₂Cl₂ / 7 h / Heating

2: t-BuOK / tetrahydrofuran / 0 °C

3: (HF)3*Et₃N / acetonitrile / 24 h / 45 °C

4: iPr₂NEt; DMSO; SO₃*pyridine / CH₂Cl₂ / 0.5 h / 0 °C

5: CrCl₂ / dioxane; tetrahydrofuran / 24 h

6: AcOH; H₂O / tetrahydrofuran / 1.17 h / 95 °C

7: Amberlite IRA-400 (OH); methyl (3R,5R,7E)-3,5-dihydroxy-8-iodooct-7-enoate / 6 h

8: 2,6-lutidine / CH₂Cl₂ / 2 h / -78 °C

9: DIBAL-H / CH₂Cl₂; toluene / 0.5 h / -78 - -76 °C

10: SnCl₂ / CH₂Cl₂ / 4 h

11: CuCl / Pd(PPh₃)4 / tetrahydrofuran; dimethylsulfoxide / 3 h

12: I₂; PPh₃; imidazole / CH₂Cl₂ / 0.17 h / 0 °C

13: Cs₂CO₃ / tetrahydrofuran / 12 h / 23 °C

14: (HF)3*Et₃N; Et₃N / acetonitrile / 12 h / 45 °C

15: iPr₂NEt / methanol / 30 h

16: imidazole / dimethylformamide / 15 h

17: Et₃N / CH₂Cl₂ / 0.5 h / -78 °C

With 1H-imidazole; 2,6-dimethylpyridine; chromium dichloride; pyridine-SO₃ complex; Amberlite IRA-400; potassium tert-butylate; water; iodine; diisobutylaluminium hydride; caesium carbonate; acetic acid; dimethyl sulfoxide; triethylamine tris(hydrogen fluoride); triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; copper(l) chloride; tin(ll) chloride; methyl (3R,5R,7E)-3,5-dihydroxy-8-iodooct-7-enoate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(o-isporopoxyphenylmethylene)(triphenylphosphine)ruthenium(II); In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; acetonitrile; 5: Takai olefination / 11: Stille coupling;

DOI:10.1021/ol049331x

Reference yield:

[(2R,4R,6S)-6-(2-Oxo-ethyl)-2-phenyl-[1,3]dioxan-4-yl]-acetic acid methyl ester (714966-49-1) → (3E,8Z,10E,6S,7S,13R,15R)-6-methyl-1-phenylselenyl-7,13-bis(triethylsilyloxy)-16-oxabicyclo[13.2.2]nonadeca-3,8,10-triene-17,18-dione (714966-57-1)

Guidance literature:

Multi-step reaction with 13 steps

1: CrCl₂ / dioxane; tetrahydrofuran / 24 h

2: AcOH; H₂O / tetrahydrofuran / 1.17 h / 95 °C

3: Amberlite IRA-400 (OH); methyl (3R,5R,7E)-3,5-dihydroxy-8-iodooct-7-enoate / 6 h

4: 2,6-lutidine / CH₂Cl₂ / 2 h / -78 °C

5: DIBAL-H / CH₂Cl₂; toluene / 0.5 h / -78 - -76 °C

6: SnCl₂ / CH₂Cl₂ / 4 h

7: CuCl / Pd(PPh₃)4 / tetrahydrofuran; dimethylsulfoxide / 3 h

8: I₂; PPh₃; imidazole / CH₂Cl₂ / 0.17 h / 0 °C

9: Cs₂CO₃ / tetrahydrofuran / 12 h / 23 °C

10: (HF)3*Et₃N; Et₃N / acetonitrile / 12 h / 45 °C

11: iPr₂NEt / methanol / 30 h

12: imidazole / dimethylformamide / 15 h

13: Et₃N / CH₂Cl₂ / 0.5 h / -78 °C

With 1H-imidazole; 2,6-dimethylpyridine; chromium dichloride; Amberlite IRA-400; water; iodine; diisobutylaluminium hydride; caesium carbonate; acetic acid; triethylamine tris(hydrogen fluoride); triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; copper(l) chloride; tin(ll) chloride; methyl (3R,5R,7E)-3,5-dihydroxy-8-iodooct-7-enoate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; acetonitrile; 1: Takai olefination / 7: Stille coupling;

DOI:10.1021/ol049331x

Reference yield:

(2E,5S)-7-(t-butyldiphenylsilyloxy)-5-hydroxyhept-2-enoic acid methyl ester (714966-47-9) → (3E,8Z,10E,6S,7S,13R,15R)-6-methyl-1-phenylselenyl-7,13-bis(triethylsilyloxy)-16-oxabicyclo[13.2.2]nonadeca-3,8,10-triene-17,18-dione (714966-57-1)

Guidance literature:

Multi-step reaction with 16 steps

1: t-BuOK / tetrahydrofuran / 0 °C

2: (HF)3*Et₃N / acetonitrile / 24 h / 45 °C

3: iPr₂NEt; DMSO; SO₃*pyridine / CH₂Cl₂ / 0.5 h / 0 °C

4: CrCl₂ / dioxane; tetrahydrofuran / 24 h

5: AcOH; H₂O / tetrahydrofuran / 1.17 h / 95 °C

6: Amberlite IRA-400 (OH); methyl (3R,5R,7E)-3,5-dihydroxy-8-iodooct-7-enoate / 6 h

7: 2,6-lutidine / CH₂Cl₂ / 2 h / -78 °C

8: DIBAL-H / CH₂Cl₂; toluene / 0.5 h / -78 - -76 °C

9: SnCl₂ / CH₂Cl₂ / 4 h

10: CuCl / Pd(PPh₃)4 / tetrahydrofuran; dimethylsulfoxide / 3 h

11: I₂; PPh₃; imidazole / CH₂Cl₂ / 0.17 h / 0 °C

12: Cs₂CO₃ / tetrahydrofuran / 12 h / 23 °C

13: (HF)3*Et₃N; Et₃N / acetonitrile / 12 h / 45 °C

14: iPr₂NEt / methanol / 30 h

15: imidazole / dimethylformamide / 15 h

16: Et₃N / CH₂Cl₂ / 0.5 h / -78 °C

With 1H-imidazole; 2,6-dimethylpyridine; chromium dichloride; pyridine-SO₃ complex; Amberlite IRA-400; potassium tert-butylate; water; iodine; diisobutylaluminium hydride; caesium carbonate; acetic acid; dimethyl sulfoxide; triethylamine tris(hydrogen fluoride); triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; copper(l) chloride; tin(ll) chloride; methyl (3R,5R,7E)-3,5-dihydroxy-8-iodooct-7-enoate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; acetonitrile; 4: Takai olefination / 10: Stille coupling;

DOI:10.1021/ol049331x

upstream raw materials:

Phenylselenyl chloride

(3E,8Z,10E,6S,7S,13R,15R)-6-methyl-7,13-bis(triethylsilanyloxy)-16-oxabicyclo[13.2.2]nonadeca-3,8,10-triene-17,18-dione

(3S)-1-{[t-butyl(diphenyl)silyl]oxy}hex-5-en-3-ol

[(2R,4R,6S)-6-(2-Oxo-ethyl)-2-phenyl-[1,3]dioxan-4-yl]-acetic acid methyl ester

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 714966-57-1 (3E,8Z,10E,6S,7S,13R,15R)-6-methyl-1-phenylselenyl-7,13-bis(triethylsilyloxy)-16-oxabicyclo[13.2.2]nonadeca-3,8,10-triene-17,18-dione

Send

Send

Metric Ton KG G Pound L ML

Send

Send