(S)-1-cyclohexylallyl acetate

Base Information

• Chemical Name: (S)-1-cyclohexylallyl acetate
• CAS No.: 1068508-29-1
• Molecular Formula: C₁₁H₁₈O₂
• Molecular Weight: 182.263
• Mol file: 1068508-29-1.mol

Synonyms:(S)-1-cyclohexylallyl acetate

Chemical Property of (S)-1-cyclohexylallyl acetate

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of (S)-1-cyclohexylallyl acetate

There total 4 articles about (S)-1-cyclohexylallyl acetate 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: 54.0%

methyl 5-diazo-4-oxopentanoate (7770-06-1) + acetic anhydride (108-24-7) + (-)-(1R)-1-Hydroxy-1-cyclohexyl-2-propene (123001-07-0) → (S)-1-cyclohexylallyl acetate (1068508-29-1) + methyl (S)-5-((1-cyclohexylallyl)oxy)-4-oxopentanoate

Guidance literature:

(-)-(1R)-1-Hydroxy-1-cyclohexyl-2-propene; With indium(III) triflate; at 0 ℃; for 0.0333333h;

methyl 5-diazo-4-oxopentanoate; at 0 - 20 ℃; for 8h;

acetic anhydride; With dmap; at 25 ℃; for 1.5h;

DOI:10.1021/jacs.7b13484

Reference yield: 45.0%

C11H16Cl3NO (930608-35-8) + acetic acid (64-19-7,77671-22-8) → (S)-1-cyclohexylallyl acetate (1068508-29-1)

Guidance literature:

With [(R_p,S)-COP-OAc]₂; In dichloromethane; at 23 ℃; for 48h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ja106685w

Reference yield:

allylcyclohexane (2114-42-3) + acetic acid (64-19-7,77671-22-8) → (S)-1-cyclohexylallyl acetate (1068508-29-1) + 3-cyclohexylallylic acetate (22354-65-0) + (R)-1-cyclohexylprop-2-en-1-yl acetate

Guidance literature:

With (1R,2R)-(-)-[1,2-cyclohexanediamino-N,N'-bis(3,5-di-tert-butylsalicylidene)]chromium(III) fluoride; [1,2-bis-(phenylsulfinyl)ethane]palladium(II) acetate; p-benzoquinone; In ethyl acetate; at 20 ℃; for 72h; optical yield given as %ee; enantioselective reaction; Molecular sieve;

DOI:10.1002/anie.200802106

upstream raw materials:

allylcyclohexane

acetic acid

C₁₁H₁₆Cl₃NO

methyl 5-diazo-4-oxopentanoate

Downstream raw materials:

(-)-(1R)-1-Hydroxy-1-cyclohexyl-2-propene