(2S,5R)-5-(1-Hydroxy-1-methyl-ethyl)-2-methyl-2-pent-4-ynyl-cyclohexanone

Base Information

• Chemical Name: (2S,5R)-5-(1-Hydroxy-1-methyl-ethyl)-2-methyl-2-pent-4-ynyl-cyclohexanone
• CAS No.: 68524-96-9
• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.354
• Mol file: 68524-96-9.mol

Synonyms:(2S,5R)-5-(1-Hydroxy-1-methyl-ethyl)-2-methyl-2-pent-4-ynyl-cyclohexanone

Chemical Property of (2S,5R)-5-(1-Hydroxy-1-methyl-ethyl)-2-methyl-2-pent-4-ynyl-cyclohexanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,5R)-5-(1-Hydroxy-1-methyl-ethyl)-2-methyl-2-pent-4-ynyl-cyclohexanone

There total 4 articles about (2S,5R)-5-(1-Hydroxy-1-methyl-ethyl)-2-methyl-2-pent-4-ynyl-cyclohexanone 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:

(R)-Carvone (6485-40-1,2244-16-8) → (2S,5R)-5-(1-Hydroxy-1-methyl-ethyl)-2-methyl-2-pent-4-ynyl-cyclohexanone (68524-96-9)

Guidance literature:

Multi-step reaction with 3 steps

1: aq. H₂SO₄ / 40 h / 22 - 24 °C

2: H₂ / Pd-C / ethyl acetate / 12 h / 20 °C

3: (i) KNH₂, liq. NH₃, Et₂O, (ii) /BRN= 1736711/

With sulfuric acid; hydrogen; palladium on activated charcoal; In ethyl acetate;

DOI:10.1021/jo01318a015

Reference yield:

(R)-5-(1-hydroxy-1-methylethyl)2-methylcyclohex-2-enone (34182-03-1) → (2S,5R)-5-(1-Hydroxy-1-methyl-ethyl)-2-methyl-2-pent-4-ynyl-cyclohexanone (68524-96-9)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd-C / ethyl acetate / 12 h / 20 °C

2: (i) KNH₂, liq. NH₃, Et₂O, (ii) /BRN= 1736711/

With hydrogen; palladium on activated charcoal; In ethyl acetate;

DOI:10.1021/jo01318a015

Reference yield:

1-chloro-4-pentyne (14267-92-6) → (2S,5R)-5-(1-Hydroxy-1-methyl-ethyl)-2-methyl-2-pent-4-ynyl-cyclohexanone (68524-96-9)

Guidance literature:

Multi-step reaction with 2 steps

1: NaI / acetone / Heating

2: (i) KNH₂, liq. NH₃, Et₂O, (ii) /BRN= 1736711/

With sodium iodide; In acetone;

DOI:10.1021/jo01318a015

upstream raw materials:

5-iodopent-1-yne

8-Hydroxy-p-menthan-2-on

1-chloro-4-pentyne

(R)-Carvone

Downstream raw materials:

(2S,5R)-5-Isopropenyl-2-methyl-2-pent-4-enyl-cyclohexanone

(2S,5R)-5-(1-Hydroxy-1-methyl-ethyl)-2-methyl-2-pent-4-enyl-cyclohexanone

(2S,5R)-5-Isopropenyl-2-methyl-2-pent-4-ynyl-cyclohexanone