6(R)-[6(R),13-bis(tert-butyldiphenylsilanyloxy)-3(R),4(R)-dihydroxy-3(R)-methyltrideca-1(E),7(Z),9(Z),11(E)-tetraenyl]-5,6-dihydropyran-2-one

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Chemical Name:6(R)-[6(R),13-bis(tert-butyldiphenylsilanyloxy)-3(R),4(R)-dihydroxy-3(R)-methyltrideca-1(E),7(Z),9(Z),11(E)-tetraenyl]-5,6-dihydropyran-2-one
CAS No.:411242-08-5
Molecular Formula:C₅₁H₆₂O₆Si₂
Molecular Weight:827.221
Hs Code.:

Synonyms:6(R)-[6(R),13-bis(tert-butyldiphenylsilanyloxy)-3(R),4(R)-dihydroxy-3(R)-methyltrideca-1(E),7(Z),9(Z),11(E)-tetraenyl]-5,6-dihydropyran-2-one

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Chemical Property of 6(R)-[6(R),13-bis(tert-butyldiphenylsilanyloxy)-3(R),4(R)-dihydroxy-3(R)-methyltrideca-1(E),7(Z),9(Z),11(E)-tetraenyl]-5,6-dihydropyran-2-one

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Technology Process of 6(R)-[6(R),13-bis(tert-butyldiphenylsilanyloxy)-3(R),4(R)-dihydroxy-3(R)-methyltrideca-1(E),7(Z),9(Z),11(E)-tetraenyl]-5,6-dihydropyran-2-one

There total 17 articles about 6(R)-[6(R),13-bis(tert-butyldiphenylsilanyloxy)-3(R),4(R)-dihydroxy-3(R)-methyltrideca-1(E),7(Z),9(Z),11(E)-tetraenyl]-5,6-dihydropyran-2-one 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: 74.0%

: 411242-07-4
2-[(1'Z,3'E)-5'-(tert-butyldiphenylsilyloxy)penta-1',3'-dien-1'-yl]-4,4,5,5-tetramethyl-[1,3,2]-dioxaborolane

: 411242-06-3
6(R)-[8-bromo-6(R)-(tert-butyldiphenylsilanyloxy)-3(R),4(R)-dihydroxy-3(R)-methyl-octa-1(E),7(Z)-dienyl]-5,6-dihydropyran-2-one

: 411242-08-5
6(R)-[6(R),13-bis(tert-butyldiphenylsilanyloxy)-3(R),4(R)-dihydroxy-3(R)-methyltrideca-1(E),7(Z),9(Z),11(E)-tetraenyl]-5,6-dihydropyran-2-one

Guidance literature:: With silver(l) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 65 ℃; for 8h;
DOI:10.1021/ol025537r

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 411242-08-5
6(R)-[6(R),13-bis(tert-butyldiphenylsilanyloxy)-3(R),4(R)-dihydroxy-3(R)-methyltrideca-1(E),7(Z),9(Z),11(E)-tetraenyl]-5,6-dihydropyran-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: 85 percent / imidazole / CH₂Cl₂ / 2 h / 0 °C

2.1: Cy₃P; Et₃N / [Rh(cod)Cl]2 / cyclohexane / 0.5 h / 23 °C

2.2: 74 percent / cyclohexane / 4 h / 23 °C

3.1: 74 percent / Ag₂O / Pd(PPh₃)4 / tetrahydrofuran / 8 h / 65 °C

With 1H-imidazole; triethylamine; silver(l) oxide; tricyclohexylphosphine; chloro(1,5-cyclooctadiene)rhodium(I) dimer; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; cyclohexane; 3.1: Suzuki-Miyaura cross-coupling;
DOI:10.1021/ol025537r

Reference yield:

: 35042-52-5
(E)-2-penten-4-yn-1-ol

: 411242-08-5
6(R)-[6(R),13-bis(tert-butyldiphenylsilanyloxy)-3(R),4(R)-dihydroxy-3(R)-methyltrideca-1(E),7(Z),9(Z),11(E)-tetraenyl]-5,6-dihydropyran-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: 85 percent / imidazole / CH₂Cl₂ / 2 h / 0 °C

2.1: Cy₃P; Et₃N / [Rh(cod)Cl]2 / cyclohexane / 0.5 h / 23 °C

2.2: 74 percent / cyclohexane / 4 h / 23 °C

3.1: 74 percent / Ag₂O / Pd(PPh₃)4 / tetrahydrofuran / 8 h / 65 °C

With 1H-imidazole; triethylamine; silver(l) oxide; tricyclohexylphosphine; chloro(1,5-cyclooctadiene)rhodium(I) dimer; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; cyclohexane; 3.1: Suzuki-Miyaura cross-coupling;
DOI:10.1021/ol025537r