2,4-Undecadienoic acid, 11-[(2R,3S)-3-ethenyloxiranyl]-3,5,7-trimethyl-, diphenylmethyl ester, (2E,4E,7R)-

Base Information

Chemical Name:2,4-Undecadienoic acid, 11-[(2R,3S)-3-ethenyloxiranyl]-3,5,7-trimethyl-, diphenylmethyl ester, (2E,4E,7R)-
CAS No.:247166-77-4
Molecular Formula:C₃₁H₃₈O₃
Molecular Weight:458.641
Hs Code.:

Synonyms:

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Chemical Property of 2,4-Undecadienoic acid, 11-[(2R,3S)-3-ethenyloxiranyl]-3,5,7-trimethyl-, diphenylmethyl ester, (2E,4E,7R)-

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 2,4-Undecadienoic acid, 11-[(2R,3S)-3-ethenyloxiranyl]-3,5,7-trimethyl-, diphenylmethyl ester, (2E,4E,7R)-

There total 12 articles about 2,4-Undecadienoic acid, 11-[(2R,3S)-3-ethenyloxiranyl]-3,5,7-trimethyl-, diphenylmethyl ester, (2E,4E,7R)- 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

: 247166-77-4
Diphenylmethyl (2E,4E,7R,12R,13S)-12,13-epoxy-3,5,7-trimethylpentadeca-2,4,14-trienoate

Guidance literature:: Multi-step reaction with 5 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

With titanium(IV) isopropylate; tert.-butylhydroperoxide; N-methyl-2-indolinone; tetrapropylammonium perruthennate; zirconocene dichloride; L-(+)-diisopropyl tartrate; 4 A molecular sieve; potassium hexamethylsilazane; 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;

Reference yield:

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

: 247166-77-4
Diphenylmethyl (2E,4E,7R,12R,13S)-12,13-epoxy-3,5,7-trimethylpentadeca-2,4,14-trienoate

Guidance literature:: Multi-step reaction with 12 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

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 / 12.1: Wittig methylenation;

Reference yield:

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

: 247166-77-4
Diphenylmethyl (2E,4E,7R,12R,13S)-12,13-epoxy-3,5,7-trimethylpentadeca-2,4,14-trienoate

Guidance literature:: Multi-step reaction with 13 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

13.1: KHMDS / toluene; tetrahydrofuran / 2 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 / 13.1: Wittig methylenation;