methyl (2E,6E,10S)-10,11-epoxy-3,7,11-trimethyl-2,6-dodecadienoate

Base Information

Chemical Name:methyl (2E,6E,10S)-10,11-epoxy-3,7,11-trimethyl-2,6-dodecadienoate
CAS No.:38005-88-8
Molecular Formula:C₁₆H₂₆O₃
Molecular Weight:266.381
Hs Code.:

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl (2E,6E,10S)-10,11-epoxy-3,7,11-trimethyl-2,6-dodecadienoate

Chemical Property:

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Technology Process of methyl (2E,6E,10S)-10,11-epoxy-3,7,11-trimethyl-2,6-dodecadienoate

There total 18 articles about methyl (2E,6E,10S)-10,11-epoxy-3,7,11-trimethyl-2,6-dodecadienoate 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: 83.1%

: 116536-49-3
methyl (2E,6E,10S)-(-)-10-acetoxy-11-bromo-3,7,11-trimethyl-2,6-dodecadienoate

: 38005-88-8,5299-11-6
methyl (2E,6E,10S)-10,11-epoxy-3,7,11-trimethyl-2,6-dodecadienoate

Guidance literature:: With sodium methylate; In methanol; 1.) 0 deg C, 1 h; 2.) rt, 36 h;
DOI:10.1016/S0040-4020(01)83448-7

Reference yield:

: 3675-00-1
methyl (E,E)-farnesoate

: 38005-88-8,5299-11-6
methyl (2E,6E,10S)-10,11-epoxy-3,7,11-trimethyl-2,6-dodecadienoate

Guidance literature:: Multi-step reaction with 2 steps

1: 32 percent / OsO₄, K₃Fe(CN)6, K₂CO₃, MeSO₂NH₂, 1,4-bis(dihydroquinidine)phthalazine / 2-methyl-propan-2-ol; H₂O / 24 h / 0 °C

2: 1.) MsCl, pyridine, 2.) K₂CO₃ / 1.) CH₂Cl₂, room temp., 4 h, 2.) MeOH, 0.5 h

With pyridine; osmium(VIII) oxide; methanesulfonamide; potassium carbonate; methanesulfonyl chloride; (9S,9"S)-9,9"-[phthalazine-1,4-diylbis-(oxy)]bis[10,11-dihydro-6'-methoxycinchonane]; potassium hexacyanoferrate(III); In water; tert-butyl alcohol;
DOI:10.1055/s-1993-25939

Reference yield:

: 61262-97-3
(4'S,2E)-3-methyl-5-(2',2',5',5'-tetramethyl-1',3'-dioxolan-4'-yl)-2-penten-1-ol

: 38005-88-8,5299-11-6
methyl (2E,6E,10S)-10,11-epoxy-3,7,11-trimethyl-2,6-dodecadienoate

Guidance literature:: Multi-step reaction with 7 steps

2: 1) NaH / 1) THF, mineral oil, 0 deg C, 15 min; 2) room temp., 1.25 h

3: 1) CuI / 1) Et₂O, -8 to 0 deg C; 2) Et₂O, 1 h at -65 deg C, then 30 min at room temp.

4: 98 percent / 75percent aq. AcOH / 2 h / 50 °C

5: C₆H₅N / Ambient temperature

6: PBr₃ / diethyl ether / 1.) 0 deg C, 1.5 h; 2.) rt, 1 h

7: 83.1 percent / NaOMe / methanol / 1.) 0 deg C, 1 h; 2.) rt, 36 h

With copper(l) iodide; sodium methylate; phosphorus tribromide; sodium hydride; acetic acid; In methanol; diethyl ether;
DOI:10.1016/S0040-4020(01)83448-7