Diphenylmethyl (2E,4E,7R,12R,13R)-12,13-epoxy-14-oxo-3,5,7-trimethyltetradeca-2,4-dienoate

Base Information

Chemical Name:Diphenylmethyl (2E,4E,7R,12R,13R)-12,13-epoxy-14-oxo-3,5,7-trimethyltetradeca-2,4-dienoate
CAS No.:247166-76-3
Molecular Formula:C₃₀H₃₆O₄
Molecular Weight:460.613
Hs Code.:

Synonyms:

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Chemical Property of Diphenylmethyl (2E,4E,7R,12R,13R)-12,13-epoxy-14-oxo-3,5,7-trimethyltetradeca-2,4-dienoate

Chemical Property:

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Technology Process of Diphenylmethyl (2E,4E,7R,12R,13R)-12,13-epoxy-14-oxo-3,5,7-trimethyltetradeca-2,4-dienoate

There total 10 articles about Diphenylmethyl (2E,4E,7R,12R,13R)-12,13-epoxy-14-oxo-3,5,7-trimethyltetradeca-2,4-dienoate 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:

: 247166-66-1
(2Z,8R)-8-Methylundec-2-en-10-yn-1-ol

: 247166-76-3
Diphenylmethyl (2E,4E,7R,12R,13R)-12,13-epoxy-14-oxo-3,5,7-trimethyltetradeca-2,4-dienoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: Cp₂ZrCl₂ / hexane; 1,2-dichloro-ethane / 40 °C

1.2: 86 percent / I₂ / tetrahydrofuran; hexane; 1,2-dichloro-ethane / 0.5 h / -30 - 0 °C

2.1: 62 percent / PdCl₂(CH₃CN)2 / dimethylformamide / 72 h / 20 °C

3.1: 80 percent / t-BuOOH; Ti(OiPr)4; L-(+)-DIPT / CH₂Cl₂; 2,2,4-trimethyl-pentane / 36 h / -24 °C

4.1: tetra-n-propylammonium perruthenate; NMO; 4 Angstroem molecular sieves / acetonitrile; CH₂Cl₂ / 0.67 h

With titanium(IV) isopropylate; tert.-butylhydroperoxide; N-methyl-2-indolinone; tetrapropylammonium perruthennate; zirconocene dichloride; L-(+)-diisopropyl tartrate; 4 A molecular sieve; dichloro bis(acetonitrile) palladium(II); In 2,2,4-trimethylpentane; hexane; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile; 1.1: Addition / 1.2: Iodination / 2.1: Stille coupling / 3.1: Epoxidation / 4.1: Oxidation;

Reference yield:

: 247166-59-2
(6R)-6-Methyl-7-(tetrahydro-2H-pyran-2-yloxy)heptanal

: 247166-76-3
Diphenylmethyl (2E,4E,7R,12R,13R)-12,13-epoxy-14-oxo-3,5,7-trimethyltetradeca-2,4-dienoate

Guidance literature:: Multi-step reaction with 11 steps

1.1: 89 percent / 18-Crown-6; KHMDS / tetrahydrofuran; toluene / -78 - 20 °C

2.1: 100 percent / DIBAL-H / tetrahydrofuran; toluene / -78 °C

3.1: 87 percent / Et₃N / CH₂Cl₂ / 72 h

4.1: 75 percent / AcOH; Water / tetrahydrofuran / 36 h / 45 °C

5.1: 100 percent / Et₃N / CH₂Cl₂ / 20 °C

6.1: 82 percent / dimethylsulfoxide / 0.5 h

7.1: 93 percent / TBAF / tetrahydrofuran

8.1: Cp₂ZrCl₂ / hexane; 1,2-dichloro-ethane / 40 °C

8.2: 86 percent / I₂ / tetrahydrofuran; hexane; 1,2-dichloro-ethane / 0.5 h / -30 - 0 °C

9.1: 62 percent / PdCl₂(CH₃CN)2 / dimethylformamide / 72 h / 20 °C

10.1: 80 percent / t-BuOOH; Ti(OiPr)4; L-(+)-DIPT / CH₂Cl₂; 2,2,4-trimethyl-pentane / 36 h / -24 °C

11.1: tetra-n-propylammonium perruthenate; NMO; 4 Angstroem molecular sieves / acetonitrile; CH₂Cl₂ / 0.67 h

With titanium(IV) isopropylate; tert.-butylhydroperoxide; N-methyl-2-indolinone; tetrapropylammonium perruthennate; zirconocene dichloride; 18-crown-6 ether; L-(+)-diisopropyl tartrate; 4 A molecular sieve; tetrabutyl ammonium fluoride; water; potassium hexamethylsilazane; diisobutylaluminium hydride; acetic acid; triethylamine; dichloro bis(acetonitrile) palladium(II); In tetrahydrofuran; 2,2,4-trimethylpentane; hexane; dichloromethane; dimethyl sulfoxide; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene; acetonitrile; 1.1: Condensation / 2.1: Reduction / 3.1: Substitution / 4.1: Hydrolysis / 5.1: Tosylation / 6.1: Substitution / 7.1: Desilylation / 8.1: Addition / 8.2: Iodination / 9.1: Stille coupling / 10.1: Epoxidation / 11.1: Oxidation;

Reference yield:

: 247166-58-1
(7R)-7-Methyl-8-(tetrahydro-2H-pyran-2-yloxy)oct-1-ene

: 247166-76-3
Diphenylmethyl (2E,4E,7R,12R,13R)-12,13-epoxy-14-oxo-3,5,7-trimethyltetradeca-2,4-dienoate

Guidance literature:: Multi-step reaction with 12 steps

1.1: O₃ / CH₂Cl₂ / -78 - 0 °C

1.2: 78 percent / PPh₃ / CH₂Cl₂ / 0 - 20 °C

2.1: 89 percent / 18-Crown-6; KHMDS / tetrahydrofuran; toluene / -78 - 20 °C

3.1: 100 percent / DIBAL-H / tetrahydrofuran; toluene / -78 °C

4.1: 87 percent / Et₃N / CH₂Cl₂ / 72 h

5.1: 75 percent / AcOH; Water / tetrahydrofuran / 36 h / 45 °C

6.1: 100 percent / Et₃N / CH₂Cl₂ / 20 °C

7.1: 82 percent / dimethylsulfoxide / 0.5 h

8.1: 93 percent / TBAF / tetrahydrofuran

9.1: Cp₂ZrCl₂ / hexane; 1,2-dichloro-ethane / 40 °C

9.2: 86 percent / I₂ / tetrahydrofuran; hexane; 1,2-dichloro-ethane / 0.5 h / -30 - 0 °C

10.1: 62 percent / PdCl₂(CH₃CN)2 / dimethylformamide / 72 h / 20 °C

11.1: 80 percent / t-BuOOH; Ti(OiPr)4; L-(+)-DIPT / CH₂Cl₂; 2,2,4-trimethyl-pentane / 36 h / -24 °C

12.1: tetra-n-propylammonium perruthenate; NMO; 4 Angstroem molecular sieves / acetonitrile; CH₂Cl₂ / 0.67 h

With titanium(IV) isopropylate; tert.-butylhydroperoxide; N-methyl-2-indolinone; tetrapropylammonium perruthennate; zirconocene dichloride; 18-crown-6 ether; L-(+)-diisopropyl tartrate; 4 A molecular sieve; tetrabutyl ammonium fluoride; water; potassium hexamethylsilazane; diisobutylaluminium hydride; ozone; acetic acid; triethylamine; dichloro bis(acetonitrile) palladium(II); In tetrahydrofuran; 2,2,4-trimethylpentane; hexane; dichloromethane; dimethyl sulfoxide; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene; acetonitrile; 1.1: Oxidation / 1.2: Reduction / 2.1: Condensation / 3.1: Reduction / 4.1: Substitution / 5.1: Hydrolysis / 6.1: Tosylation / 7.1: Substitution / 8.1: Desilylation / 9.1: Addition / 9.2: Iodination / 10.1: Stille coupling / 11.1: Epoxidation / 12.1: Oxidation;