(2E,7E)-(5R,6S)-5-(4-Methoxy-benzyloxy)-8-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-6-triisopropylsilanyloxy-octa-2,7-dien-1-ol

Base Information

Chemical Name:(2E,7E)-(5R,6S)-5-(4-Methoxy-benzyloxy)-8-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-6-triisopropylsilanyloxy-octa-2,7-dien-1-ol
CAS No.:410095-22-6
Molecular Formula:C₃₁H₅₀O₅Si
Molecular Weight:530.82
Hs Code.:

Synonyms:(2E,7E)-(5R,6S)-5-(4-Methoxy-benzyloxy)-8-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-6-triisopropylsilanyloxy-octa-2,7-dien-1-ol

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Chemical Property of (2E,7E)-(5R,6S)-5-(4-Methoxy-benzyloxy)-8-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-6-triisopropylsilanyloxy-octa-2,7-dien-1-ol

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Technology Process of (2E,7E)-(5R,6S)-5-(4-Methoxy-benzyloxy)-8-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-6-triisopropylsilanyloxy-octa-2,7-dien-1-ol

There total 15 articles about (2E,7E)-(5R,6S)-5-(4-Methoxy-benzyloxy)-8-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-6-triisopropylsilanyloxy-octa-2,7-dien-1-ol 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: 85.0%

: 410095-25-9
(E)-(5R,6S)-5-(4-Methoxy-benzyloxy)-8-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-6-triisopropylsilanyloxy-oct-7-en-2-yn-1-ol

: 410095-22-6
(2E,7E)-(5R,6S)-5-(4-Methoxy-benzyloxy)-8-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-6-triisopropylsilanyloxy-octa-2,7-dien-1-ol

Guidance literature:: With sodium bis(2-methoxyethoxy)aluminium dihydride; In diethyl ether;
DOI:10.1016/S0040-4039(01)02120-7

Reference yield:

: 302554-87-6
(S)-2-allyloxy-4-methyl-1-trityloxy-4-pentene

: 410095-22-6
(2E,7E)-(5R,6S)-5-(4-Methoxy-benzyloxy)-8-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-6-triisopropylsilanyloxy-octa-2,7-dien-1-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 95 percent / Grubbs' catalyst / CH₂Cl₂

2: 81 percent / TFA / methanol

3: 85 percent / DIAD; PPh₃

4: 45 percent / (NH₄)6Mo₇O₂₄; H₂O₂ / ethanol

5: KHMDS / 1,2-dimethoxy-ethane

6: 87 percent / NaOH / methanol / Heating

7: 85 percent / Red-Al / diethyl ether

With ammonium heptamolybdate; sodium hydroxide; di-isopropyl azodicarboxylate; dihydrogen peroxide; potassium hexamethylsilazane; triphenylphosphine; sodium bis(2-methoxyethoxy)aluminium dihydride; trifluoroacetic acid; Grubbs catalyst first generation; In methanol; 1,2-dimethoxyethane; diethyl ether; ethanol; dichloromethane; 3: Mitsunobu coupling / 5: Julia/Kocienski coupling;
DOI:10.1016/S0040-4039(01)02120-7

Reference yield:

: 66335-71-5
(S)-4-methyl-1-trityloxymethyl-3,6-dihydro-2H-pyran

: 410095-22-6
(2E,7E)-(5R,6S)-5-(4-Methoxy-benzyloxy)-8-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-6-triisopropylsilanyloxy-octa-2,7-dien-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 81 percent / TFA / methanol

2: 85 percent / DIAD; PPh₃

3: 45 percent / (NH₄)6Mo₇O₂₄; H₂O₂ / ethanol

4: KHMDS / 1,2-dimethoxy-ethane

5: 87 percent / NaOH / methanol / Heating

6: 85 percent / Red-Al / diethyl ether

With ammonium heptamolybdate; sodium hydroxide; di-isopropyl azodicarboxylate; dihydrogen peroxide; potassium hexamethylsilazane; triphenylphosphine; sodium bis(2-methoxyethoxy)aluminium dihydride; trifluoroacetic acid; In methanol; 1,2-dimethoxyethane; diethyl ether; ethanol; 2: Mitsunobu coupling / 4: Julia/Kocienski coupling;
DOI:10.1016/S0040-4039(01)02120-7