Diphenylmethyl [2E,4R/S,5S/R,7R,(2'R,3'R)]-4,5-epoxy-11-(4'-oxo-3'-vinyloxetan-2'-yl)-3,5,7-trimethylundec-2-enoate

Base Information

Chemical Name:Diphenylmethyl [2E,4R/S,5S/R,7R,(2'R,3'R)]-4,5-epoxy-11-(4'-oxo-3'-vinyloxetan-2'-yl)-3,5,7-trimethylundec-2-enoate
CAS No.:247166-80-9
Molecular Formula:C₃₂H₃₈O₅
Molecular Weight:502.651
Hs Code.:

Synonyms:

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Chemical Property of Diphenylmethyl [2E,4R/S,5S/R,7R,(2'R,3'R)]-4,5-epoxy-11-(4'-oxo-3'-vinyloxetan-2'-yl)-3,5,7-trimethylundec-2-enoate

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Technology Process of Diphenylmethyl [2E,4R/S,5S/R,7R,(2'R,3'R)]-4,5-epoxy-11-(4'-oxo-3'-vinyloxetan-2'-yl)-3,5,7-trimethylundec-2-enoate

There total 14 articles about Diphenylmethyl [2E,4R/S,5S/R,7R,(2'R,3'R)]-4,5-epoxy-11-(4'-oxo-3'-vinyloxetan-2'-yl)-3,5,7-trimethylundec-2-enoate 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: 57.0%

: 247166-79-6
Diphenylmethyl [2E,4E,7R,(2'R,3'R)]-11-(4'-oxo-3'-vinyl-oxetan-2'-yl)-3,5,7-trimethylundeca-dienoate

: 247166-80-9
Diphenylmethyl [2E,4R/S,5S/R,7R,(2'R,3'R)]-4,5-epoxy-11-(4'-oxo-3'-vinyloxetan-2'-yl)-3,5,7-trimethylundec-2-enoate

Guidance literature:: With potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 0.5h;

Reference yield:

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

: 247166-80-9
Diphenylmethyl [2E,4R/S,5S/R,7R,(2'R,3'R)]-4,5-epoxy-11-(4'-oxo-3'-vinyloxetan-2'-yl)-3,5,7-trimethylundec-2-enoate

Guidance literature:: Multi-step reaction with 7 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

5.1: KHMDS / toluene; tetrahydrofuran / 2 h

6.1: tetrahydrofuran / 0.75 h

6.2: CAN / acetonitrile / 5 h / 0 - 20 °C

7.1: 57 percent / MCPBA; K₂CO₃ / CH₂Cl₂ / 0.5 h

With titanium(IV) isopropylate; tert.-butylhydroperoxide; N-methyl-2-indolinone; tetrapropylammonium perruthennate; zirconocene dichloride; L-(+)-diisopropyl tartrate; 4 A molecular sieve; potassium hexamethylsilazane; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; dichloro bis(acetonitrile) palladium(II); In tetrahydrofuran; 2,2,4-trimethylpentane; hexane; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene; acetonitrile; 1.1: Addition / 1.2: Iodination / 2.1: Stille coupling / 3.1: Epoxidation / 4.1: Oxidation / 5.1: Wittig methylenation / 6.1: Carbonylation / 6.2: Oxidation / 7.1: Epoxidation;

Reference yield:

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

: 247166-80-9
Diphenylmethyl [2E,4R/S,5S/R,7R,(2'R,3'R)]-4,5-epoxy-11-(4'-oxo-3'-vinyloxetan-2'-yl)-3,5,7-trimethylundec-2-enoate

Guidance literature:: Multi-step reaction with 14 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

12.1: KHMDS / toluene; tetrahydrofuran / 2 h

13.1: tetrahydrofuran / 0.75 h

13.2: CAN / acetonitrile / 5 h / 0 - 20 °C

14.1: 57 percent / MCPBA; K₂CO₃ / CH₂Cl₂ / 0.5 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; potassium carbonate; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; 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 / 12.1: Wittig methylenation / 13.1: Carbonylation / 13.2: Oxidation / 14.1: Epoxidation;