Allyl (4E,2R,3S)-2-<(1S)-1-dimethyl(phenyl)silylethyl>-3-hydroxyhex-4-enoate

Base Information

• Chemical Name: Allyl (4E,2R,3S)-2-<(1S)-1-dimethyl(phenyl)silylethyl>-3-hydroxyhex-4-enoate
• CAS No.: 118087-95-9
• Molecular Formula: C₁₉H₂₈O₃Si
• Molecular Weight: 332.515
• Mol file: 118087-95-9.mol

Synonyms:Allyl (4E,2R,3S)-2-<(1S)-1-dimethyl(phenyl)silylethyl>-3-hydroxyhex-4-enoate

Chemical Property of Allyl (4E,2R,3S)-2-<(1S)-1-dimethyl(phenyl)silylethyl>-3-hydroxyhex-4-enoate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of Allyl (4E,2R,3S)-2-<(1S)-1-dimethyl(phenyl)silylethyl>-3-hydroxyhex-4-enoate

There total 2 articles about Allyl (4E,2R,3S)-2-<(1S)-1-dimethyl(phenyl)silylethyl>-3-hydroxyhex-4-enoate 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:

trans-Crotonaldehyde (123-73-9,4170-30-3) + allyl 3-dimethyl(phenyl)silylbutanoate (106995-78-2) → Allyl (4E,2R,3S)-2-<(1S)-1-dimethyl(phenyl)silylethyl>-3-hydroxyhex-4-enoate (118087-95-9) + (E)-(2S,3R)-2-[(R)-1-(Dimethyl-phenyl-silanyl)-ethyl]-3-hydroxy-hex-4-enoic acid allyl ester

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; hexane; Yield given. Yields of byproduct given. Title compound not separated from byproducts; 1.) -78 deg C, 20 min, 2.) -78 deg C, 1 h;

DOI:10.1039/p19960001171

Reference yield:

trans-Crotonaldehyde (123-73-9,4170-30-3) + allyl (3S)-3-dimethyl(phenyl)silylbutanoate (116983-75-6) → Allyl (4E,2R,3S)-2-<(1S)-1-dimethyl(phenyl)silylethyl>-3-hydroxyhex-4-enoate (118087-95-9)

Guidance literature:

With lithium diisopropyl amide; Yield given. Multistep reaction;

DOI:10.1016/S0040-4039(01)81091-1

Reference yield: 90.0%

Allyl (4E,2R,3S)-2-<(1S)-1-dimethyl(phenyl)silylethyl>-3-hydroxyhex-4-enoate (118087-95-9) → (4E,2R,3S)-2-<(1S)-1-Dimethyl(phenyl)silylethyl>-3-hydroxyhex-4-enoic acid (118087-96-0,128658-82-2)

Guidance literature:

With lithium dimethylcuprate; at 0 ℃; for 1h;

DOI:10.1016/S0040-4039(01)81091-1

upstream raw materials:

trans-Crotonaldehyde

allyl (3S)-3-dimethyl(phenyl)silylbutanoate

allyl 3-dimethyl(phenyl)silylbutanoate

Downstream raw materials:

(4E,2R,3S)-2-<(1S)-1-Dimethyl(phenyl)silylethyl>-3-hydroxyhex-4-enoic acid

(3Z,5E,2S)-(Hepta-3,5-dien-2-yl)dimethyl(phenyl)silane

Dimethyl-((2E,4E)-(S)-1-methyl-hexa-2,4-dienyl)-phenyl-silane