C₆₅H₈₆O₁₂

Base Information

• Chemical Name: C₆₅H₈₆O₁₂
• CAS No.: 104307-12-2
• Molecular Formula: C₆₅H₈₆O₁₂
• Molecular Weight: 1059.39
• Mol file: 104307-12-2.mol

Synonyms:C₆₅H₈₆O₁₂

Chemical Property of C₆₅H₈₆O₁₂

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₆₅H₈₆O₁₂

There total 26 articles about C₆₅H₈₆O₁₂ 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:

C38H48O8Si (104307-01-9) → C65H86O12 (104307-12-2)

Guidance literature:

Multi-step reaction with 17 steps

1: 1) butyllithium / 1) ether, hexane, -42 to 0 deg C, 2) ether, hexane, -42 deg C, 10 min.

2: CrO₃*2pyridine / CH₂Cl₂ / 0.5 h / Ambient temperature

3: aluminum amalgam / tetrahydrofuran / Ambient temperature

4: sodium borohydride / ethanol / 1 h / 0 °C / further reag.: LiAlH₄, Zn(BH₄), DIBAL, B₂H₆

5: pyridinium p-toluolsulfonate / CH₂Cl₂ / Ambient temperature

6: hydrogen / palladium hydroxide on carbom / ethyl acetate / 6 h

7: 1) DMSO, oxalyl chloride, 2) triethylamine / 1) CH₂Cl₂, - 78 deg C 2) CH₂Cl₂, -78 to 0 deg C

8: 1)n-butyllithium / 1) THF, RT, 30 min, 2) THF, -78 deg C then reflux, 2 h

9: trimethylbromosilane / CH₂Cl₂ / 1) -78 deg C, 15 min, 2) -25 deg C, 30 min.

10: 60percent sodium hydride / tetrahydrofuran; dimethylformamide / 16 h / Ambient temperature

11: n-Bu₄NF / tetrahydrofuran; acetonitrile / Ambient temperature

12: 1) DMSO, oxalyl chloride, 2) triethylamine / 1) CH₂Cl₂, -78 deg C, 15 min, 2) CH₂Cl₂, -78 to 0 deg C

13: 1) sec-BuLi / 1) THF, hexane, -78 deg C, 10 min, 2) THF,hexane, -78 deg C, 20 min.

14: pyridine / 55 °C

15: 5percent sodium amalgam / ethyl acetate; methanol

16: 63 percent / AcOH,H₂O / tetrahydrofuran / 36 h / 50 °C

17: DMSO, Et₃N, SO₃*pyridine / 0.5 h / Ambient temperature

With pyridine; sodium tetrahydroborate; sodium amalgam; n-butyllithium; oxalyl dichloride; pyridine-SO₃ complex; trimethylsilyl bromide; aluminium amalgam; tetrabutyl ammonium fluoride; hydrogen; sec.-butyllithium; pyridinium p-toluenesulfonate; dipyridine chromium trioxide; sodium hydride; acetic acid; dimethyl sulfoxide; triethylamine; palladium hydroxide - carbon; In tetrahydrofuran; methanol; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/S0040-4020(01)86918-0

Reference yield:

C51H70O10Si (104307-04-2) → C65H86O12 (104307-12-2)

Guidance literature:

Multi-step reaction with 14 steps

1: sodium borohydride / ethanol / 1 h / 0 °C / further reag.: LiAlH₄, Zn(BH₄), DIBAL, B₂H₆

2: pyridinium p-toluolsulfonate / CH₂Cl₂ / Ambient temperature

3: hydrogen / palladium hydroxide on carbom / ethyl acetate / 6 h

4: 1) DMSO, oxalyl chloride, 2) triethylamine / 1) CH₂Cl₂, - 78 deg C 2) CH₂Cl₂, -78 to 0 deg C

5: 1)n-butyllithium / 1) THF, RT, 30 min, 2) THF, -78 deg C then reflux, 2 h

6: trimethylbromosilane / CH₂Cl₂ / 1) -78 deg C, 15 min, 2) -25 deg C, 30 min.

7: 60percent sodium hydride / tetrahydrofuran; dimethylformamide / 16 h / Ambient temperature

8: n-Bu₄NF / tetrahydrofuran; acetonitrile / Ambient temperature

9: 1) DMSO, oxalyl chloride, 2) triethylamine / 1) CH₂Cl₂, -78 deg C, 15 min, 2) CH₂Cl₂, -78 to 0 deg C

10: 1) sec-BuLi / 1) THF, hexane, -78 deg C, 10 min, 2) THF,hexane, -78 deg C, 20 min.

11: pyridine / 55 °C

12: 5percent sodium amalgam / ethyl acetate; methanol

13: 63 percent / AcOH,H₂O / tetrahydrofuran / 36 h / 50 °C

14: DMSO, Et₃N, SO₃*pyridine / 0.5 h / Ambient temperature

With pyridine; sodium tetrahydroborate; sodium amalgam; n-butyllithium; oxalyl dichloride; pyridine-SO₃ complex; trimethylsilyl bromide; tetrabutyl ammonium fluoride; hydrogen; sec.-butyllithium; pyridinium p-toluenesulfonate; sodium hydride; acetic acid; dimethyl sulfoxide; triethylamine; palladium hydroxide - carbon; In tetrahydrofuran; methanol; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/S0040-4020(01)86918-0

Reference yield:

C57H76O12SSi (104307-03-1) → C65H86O12 (104307-12-2)

Guidance literature:

Multi-step reaction with 16 steps

1: CrO₃*2pyridine / CH₂Cl₂ / 0.5 h / Ambient temperature

2: aluminum amalgam / tetrahydrofuran / Ambient temperature

3: sodium borohydride / ethanol / 1 h / 0 °C / further reag.: LiAlH₄, Zn(BH₄), DIBAL, B₂H₆

4: pyridinium p-toluolsulfonate / CH₂Cl₂ / Ambient temperature

5: hydrogen / palladium hydroxide on carbom / ethyl acetate / 6 h

6: 1) DMSO, oxalyl chloride, 2) triethylamine / 1) CH₂Cl₂, - 78 deg C 2) CH₂Cl₂, -78 to 0 deg C

7: 1)n-butyllithium / 1) THF, RT, 30 min, 2) THF, -78 deg C then reflux, 2 h

8: trimethylbromosilane / CH₂Cl₂ / 1) -78 deg C, 15 min, 2) -25 deg C, 30 min.

9: 60percent sodium hydride / tetrahydrofuran; dimethylformamide / 16 h / Ambient temperature

10: n-Bu₄NF / tetrahydrofuran; acetonitrile / Ambient temperature

11: 1) DMSO, oxalyl chloride, 2) triethylamine / 1) CH₂Cl₂, -78 deg C, 15 min, 2) CH₂Cl₂, -78 to 0 deg C

12: 1) sec-BuLi / 1) THF, hexane, -78 deg C, 10 min, 2) THF,hexane, -78 deg C, 20 min.

13: pyridine / 55 °C

14: 5percent sodium amalgam / ethyl acetate; methanol

15: 63 percent / AcOH,H₂O / tetrahydrofuran / 36 h / 50 °C

16: DMSO, Et₃N, SO₃*pyridine / 0.5 h / Ambient temperature

With pyridine; sodium tetrahydroborate; sodium amalgam; n-butyllithium; oxalyl dichloride; pyridine-SO₃ complex; trimethylsilyl bromide; aluminium amalgam; tetrabutyl ammonium fluoride; hydrogen; sec.-butyllithium; pyridinium p-toluenesulfonate; dipyridine chromium trioxide; sodium hydride; acetic acid; dimethyl sulfoxide; triethylamine; palladium hydroxide - carbon; In tetrahydrofuran; methanol; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/S0040-4020(01)86918-0

upstream raw materials:

C₆₈H₉₂O₁₂

C₆₅H₈₈O₁₂

benzyl bromide

C₇₆H₁₀₀O₁₆S

Downstream raw materials:

okadaic acid

tribenzyl okadaic acid