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

Base Information

• Chemical Name: 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
• CAS No.: 205692-09-7
• Molecular Formula: C₂₅H₄₂O₄Si
• Molecular Weight: 434.692
• Mol file: 205692-09-7.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 1 articles about 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 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%

p-Anisaldehyde dimethyl acetal (2186-92-7) + (E)-(2S,3R,6S,7S)-2,4,6-Trimethyl-7-triethylsilanyloxy-oct-4-ene-1,3-diol (205691-96-9) → 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)

Guidance literature:

With pyridinium p-toluenesulfonate; In dichloromethane;

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

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:

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)-(2R,3R,6S,7S)-3-(4-Methoxy-benzyloxy)-2,4,6-trimethyl-7-triethylsilanyloxy-oct-4-enal (205691-97-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / DIBAL-H / CH₂Cl₂ / 0 °C

2: Dess-Martin periodinane, pyridine / CH₂Cl₂ / Ambient temperature

With pyridine; diisobutylaluminium hydride; Dess-Martin periodane; In dichloromethane;

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

upstream raw materials:

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

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