(1R,2R)-2-hydroxycyclohexyl crotonate

Base Information

• Chemical Name: (1R,2R)-2-hydroxycyclohexyl crotonate
• CAS No.: 131140-02-8
• Molecular Formula: C₁₀H₁₆O₃
• Molecular Weight: 184.235
• Mol file: 131140-02-8.mol

Synonyms:

Chemical Property of (1R,2R)-2-hydroxycyclohexyl crotonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2R)-2-hydroxycyclohexyl crotonate

There total 4 articles about (1R,2R)-2-hydroxycyclohexyl crotonate 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: 56.0%

trans-crotonic anhydride (623-68-7) + (1R,2R)-trans-1,2-cyclohexanediol (1072-86-2,1460-57-7,1792-81-0,54383-22-1,57794-08-8,931-17-9) → (1R,2R)-2-hydroxycyclohexyl crotonate (131140-02-8)

Guidance literature:

With pyridine; dmap; In dichloromethane; Ambient temperature;

DOI:10.1016/S0957-4166(00)82125-4

Reference yield:

(1R,2R)-1-acetoxy-2-cyclohexanol (13858-62-3,20520-69-8,22241-34-5,62921-46-4,86703-56-2,105663-26-1,111138-43-3,119180-48-2,105663-24-9) → (1R,2R)-2-hydroxycyclohexyl crotonate (131140-02-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / K₂CO₃ / methanol

2: 56 percent / pyridine, DMAP / CH₂Cl₂ / Ambient temperature

With pyridine; dmap; potassium carbonate; In methanol; dichloromethane;

DOI:10.1016/S0957-4166(00)82125-4

Reference yield:

trans-1,2-cyclohexanediol diacetate (1759-71-3) → (1R,2R)-2-hydroxycyclohexyl crotonate (131140-02-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 42 percent / phosphate buffer (pH 7.0) / H₂O / 8 h / 30 °C / Pseudomonas fluorescens lipase (Amano P)

2: 100 percent / K₂CO₃ / methanol

3: 56 percent / pyridine, DMAP / CH₂Cl₂ / Ambient temperature

With pyridine; dmap; phosphate buffer; potassium carbonate; In methanol; dichloromethane; water;

DOI:10.1016/S0957-4166(00)82125-4

upstream raw materials:

trans-crotonic anhydride

(1R,2R)-trans-1,2-cyclohexanediol

trans-chrotonyl chloride

(1R,2R)-1-acetoxy-2-cyclohexanol

Downstream raw materials:

(1'R,2'R,3S)-2'-hydroxycyclohexyl 3-methylheptanoate

3-Methyl-heptanoic acid (1R,2R)-2-hydroxy-cyclohexyl ester