(E)-(2S,3R,6S,7S)-3-(4-Methoxy-benzyloxy)-2,4,6-trimethyl-7-triethylsilanyloxy-oct-4-en-1-ol

Base Information

• Chemical Name: (E)-(2S,3R,6S,7S)-3-(4-Methoxy-benzyloxy)-2,4,6-trimethyl-7-triethylsilanyloxy-oct-4-en-1-ol
• CAS No.: 205692-10-0
• Molecular Formula: C₂₅H₄₄O₄Si
• Molecular Weight: 436.707

Synonyms:(E)-(2S,3R,6S,7S)-3-(4-Methoxy-benzyloxy)-2,4,6-trimethyl-7-triethylsilanyloxy-oct-4-en-1-ol

Chemical Property of (E)-(2S,3R,6S,7S)-3-(4-Methoxy-benzyloxy)-2,4,6-trimethyl-7-triethylsilanyloxy-oct-4-en-1-ol

Chemical Property:

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Technology Process of (E)-(2S,3R,6S,7S)-3-(4-Methoxy-benzyloxy)-2,4,6-trimethyl-7-triethylsilanyloxy-oct-4-en-1-ol

There total 3 articles about (E)-(2S,3R,6S,7S)-3-(4-Methoxy-benzyloxy)-2,4,6-trimethyl-7-triethylsilanyloxy-oct-4-en-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: 87.0%

Triethyl-{(E)-(1S,2S)-4-[(4R,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-1,2-dimethyl-pent-3-enyloxy}-silane (205692-09-7) → (E)-(2S,3R,6S,7S)-3-(4-Methoxy-benzyloxy)-2,4,6-trimethyl-7-triethylsilanyloxy-oct-4-en-1-ol (205692-10-0)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at 0 ℃;

DOI:10.1016/S0040-4039(98)00123-3

Reference yield:

p-Anisaldehyde dimethyl acetal (2186-92-7) → (E)-(2S,3R,6S,7S)-3-(4-Methoxy-benzyloxy)-2,4,6-trimethyl-7-triethylsilanyloxy-oct-4-en-1-ol (205692-10-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / PPTS / CH₂Cl₂

2: 87 percent / DIBAL-H / CH₂Cl₂ / 0 °C

With pyridinium p-toluenesulfonate; diisobutylaluminium hydride; In dichloromethane;

DOI:10.1016/S0040-4039(98)00123-3

Reference yield:

(E)-(2S,3R,6S,7S)-2,4,6-Trimethyl-7-triethylsilanyloxy-oct-4-ene-1,3-diol (205691-96-9) → (E)-(2S,3R,6S,7S)-3-(4-Methoxy-benzyloxy)-2,4,6-trimethyl-7-triethylsilanyloxy-oct-4-en-1-ol (205692-10-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / PPTS / CH₂Cl₂

2: 87 percent / DIBAL-H / CH₂Cl₂ / 0 °C

With pyridinium p-toluenesulfonate; diisobutylaluminium hydride; In dichloromethane;

DOI:10.1016/S0040-4039(98)00123-3

upstream raw materials:

Triethyl-{(E)-(1S,2S)-4-[(4R,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-1,2-dimethyl-pent-3-enyloxy}-silane

p-Anisaldehyde dimethyl acetal

(E)-(2S,3R,6S,7S)-2,4,6-Trimethyl-7-triethylsilanyloxy-oct-4-ene-1,3-diol

Downstream raw materials:

(E)-(2R,3R,6S,7S)-3-(4-Methoxy-benzyloxy)-2,4,6-trimethyl-7-triethylsilanyloxy-oct-4-enal

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