2-Butanone, 4-[(1S,2S)-2-(formyloxy)-2,6,6-trimethylcyclohexyl]-

Base Information

• Chemical Name: 2-Butanone, 4-[(1S,2S)-2-(formyloxy)-2,6,6-trimethylcyclohexyl]-
• CAS No.: 219858-40-9
• Molecular Formula: C14H24O3
• Molecular Weight: 240.343
• Mol file: 219858-40-9.mol

Synonyms:

Chemical Property of 2-Butanone, 4-[(1S,2S)-2-(formyloxy)-2,6,6-trimethylcyclohexyl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Butanone, 4-[(1S,2S)-2-(formyloxy)-2,6,6-trimethylcyclohexyl]-

There total 15 articles about 2-Butanone, 4-[(1S,2S)-2-(formyloxy)-2,6,6-trimethylcyclohexyl]- 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: 57.0%

(-)-4-<(1S,6R)-2,2,6-trimethyl-6-vinylcyclohexyl>butan-2-one (52690-42-3) → (+)-(S)-dihydro-γ-ionone (24190-33-8) + (1S,2S)-1,3,3-trimethyl-2-(3-oxobutyl)cyclohexyl formate (219858-40-9)

Guidance literature:

(-)-4-<(1S,6R)-2,2,6-trimethyl-6-vinylcyclohexyl>butan-2-one; With vinyl acetate; ozone; In dichloromethane; at -78 ℃;

In hexane; for 12h; Heating;

Reference yield:

8α-acetoxy-13,14,15,16-tetranor-12-labdanoic acid (31207-65-5) → (1S,2S)-1,3,3-trimethyl-2-(3-oxobutyl)cyclohexyl formate (219858-40-9)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 99 percent / Pb(OAc)4; I₂ / benzene / 4 h / 50 - 60 °C / Irradiation

2.1: 82 percent / t-BuOK / various solvent(s); dimethylsulfoxide / 4 h / 20 °C

3.1: 88 percent / KOH / methanol / 2 h / 20 °C

4.1: O₃ / CH₂Cl₂ / 0.75 h / -78 °C

4.2: 88 percent / NaBH₄ / methanol / 0.5 h / 20 °C

5.1: 90 percent / aq. NaIO₄ / 2-methyl-propan-2-ol / 4 h / 20 °C

6.1: 95 percent / MCPBA; NaHCO₃ / CH₂Cl₂ / 3 h / Heating

With lead(IV) acetate; potassium hydroxide; sodium periodate; potassium tert-butylate; iodine; sodium hydrogencarbonate; ozone; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; dimethyl sulfoxide; tert-butyl alcohol; benzene; 1.1: Decarboxylation / 2.1: Dehydroiodination / 3.1: Substitution / 4.1: Oxidation / 4.2: Reduction / 5.1: Ring cleavage / 6.1: Oxidation;

Reference yield:

(5S,8R,10S)-drim-9(11)-en-8-ol (86546-84-1) → (1S,2S)-1,3,3-trimethyl-2-(3-oxobutyl)cyclohexyl formate (219858-40-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: O₃ / CH₂Cl₂ / 0.75 h / -78 °C

1.2: 88 percent / NaBH₄ / methanol / 0.5 h / 20 °C

2.1: 90 percent / aq. NaIO₄ / 2-methyl-propan-2-ol / 4 h / 20 °C

3.1: 95 percent / MCPBA; NaHCO₃ / CH₂Cl₂ / 3 h / Heating

With sodium periodate; sodium hydrogencarbonate; ozone; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; tert-butyl alcohol; 1.1: Oxidation / 1.2: Reduction / 2.1: Ring cleavage / 3.1: Oxidation;

upstream raw materials:

(-)-4-<(1S,6R)-2,2,6-trimethyl-6-vinylcyclohexyl>butan-2-one

8α-acetoxy-13,14,15,16-tetranor-12-labdanoic acid

(5S,8R,10S)-drim-9⁽¹¹⁾-en-8-ol

11-nordrimane-8α,9β-diol

Downstream raw materials:

(1S,2S)-2-(3-Hydroxy-3-methyl-pent-4-enyl)-1,3,3-trimethyl-cyclohexanol

(+)-(S)-dihydro-γ-ionone

4-[(1S)-2,6,6-trimethylcyclohex-2-en-1-yl]butan-2-one

Acetic acid 1-[2-((1S,2S)-2-hydroxy-2,6,6-trimethyl-cyclohexyl)-ethyl]-1-methyl-allyl ester