(Z)-(2R,3R)-5-Cyclohexyl-2-(tetrahydro-pyran-2-yloxy)-3-trimethylsilanyl-pent-4-enoic acid isopropyl ester

Base Information

• Chemical Name: (Z)-(2R,3R)-5-Cyclohexyl-2-(tetrahydro-pyran-2-yloxy)-3-trimethylsilanyl-pent-4-enoic acid isopropyl ester
• CAS No.: 112497-32-2
• Molecular Formula: C₂₂H₄₀O₄Si
• Molecular Weight: 396.643

Synonyms:(Z)-(2R,3R)-5-Cyclohexyl-2-(tetrahydro-pyran-2-yloxy)-3-trimethylsilanyl-pent-4-enoic acid isopropyl ester

Chemical Property of (Z)-(2R,3R)-5-Cyclohexyl-2-(tetrahydro-pyran-2-yloxy)-3-trimethylsilanyl-pent-4-enoic acid isopropyl ester

Chemical Property:

Purity/Quality:

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Technology Process of (Z)-(2R,3R)-5-Cyclohexyl-2-(tetrahydro-pyran-2-yloxy)-3-trimethylsilanyl-pent-4-enoic acid isopropyl ester

There total 7 articles about (Z)-(2R,3R)-5-Cyclohexyl-2-(tetrahydro-pyran-2-yloxy)-3-trimethylsilanyl-pent-4-enoic acid isopropyl ester 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%

3,4-dihydro-2H-pyran (110-87-2) + (Z)-(2R,3R)-5-Cyclohexyl-2-hydroxy-3-trimethylsilanyl-pent-4-enoic acid isopropyl ester (112497-30-0) → (Z)-(2R,3R)-5-Cyclohexyl-2-(tetrahydro-pyran-2-yloxy)-3-trimethylsilanyl-pent-4-enoic acid isopropyl ester (112497-32-2)

Guidance literature:

With pyridinium p-toluenesulfonate; In dichloromethane; Ambient temperature;

DOI:10.1016/S0040-4039(01)80994-1

Reference yield:

(+/-)-1-cyclohexyl-3-(trimethylsilyl)-2-propynol (133216-88-3,112497-25-3) → (Z)-(2R,3R)-5-Cyclohexyl-2-(tetrahydro-pyran-2-yloxy)-3-trimethylsilanyl-pent-4-enoic acid isopropyl ester (112497-32-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 90 percent / Red-al

4: 1) LDA, 2) Cp₂ZrCl₂

5: 85 percent / PPTS / CH₂Cl₂ / Ambient temperature

With zirconocene dichloride; pyridinium p-toluenesulfonate; sodium bis(2-methoxyethoxy)aluminium dihydride; lithium diisopropyl amide; In dichloromethane;

DOI:10.1016/S0040-4039(01)80994-1

Reference yield:

((E)-1-Cyclohexyl-3-trimethylsilanyl-allyloxy)-acetic acid → (Z)-(2R,3R)-5-Cyclohexyl-2-(tetrahydro-pyran-2-yloxy)-3-trimethylsilanyl-pent-4-enoic acid isopropyl ester (112497-32-2)

Guidance literature:

Multi-step reaction with 3 steps

2: 1) LDA, 2) Cp₂ZrCl₂

3: 85 percent / PPTS / CH₂Cl₂ / Ambient temperature

With zirconocene dichloride; pyridinium p-toluenesulfonate; lithium diisopropyl amide; In dichloromethane;

DOI:10.1016/S0040-4039(01)80994-1

upstream raw materials:

3,4-dihydro-2H-pyran

(Z)-(2R,3R)-5-Cyclohexyl-2-hydroxy-3-trimethylsilanyl-pent-4-enoic acid isopropyl ester

(+/-)-1-cyclohexyl-3-(trimethylsilyl)-2-propynol

((E)-1-Cyclohexyl-3-trimethylsilanyl-allyloxy)-acetic acid isopropyl ester

Downstream raw materials:

(2E,4Z)-5-Cyclohexyl-penta-2,4-dien-1-ol

(Z)-(2R,3R)-5-Cyclohexyl-3-trimethylsilanyl-pent-4-ene-1,2-diol

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