2-((1R,2S)-2-Hydroxy-cyclohexyl)-acrylic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

Base Information

• Chemical Name: 2-((1R,2S)-2-Hydroxy-cyclohexyl)-acrylic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester
• CAS No.: 133125-09-4
• Molecular Formula: C₂₅H₃₆O₃
• Molecular Weight: 384.559
• Mol file: 133125-09-4.mol

Synonyms:2-((1R,2S)-2-Hydroxy-cyclohexyl)-acrylic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

Chemical Property of 2-((1R,2S)-2-Hydroxy-cyclohexyl)-acrylic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-((1R,2S)-2-Hydroxy-cyclohexyl)-acrylic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

There total 12 articles about 2-((1R,2S)-2-Hydroxy-cyclohexyl)-acrylic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester 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:

(Z)-8-Oxo-2-trimethylsilanylmethyl-oct-2-enoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester (133125-04-9) → 2-((1R,2R)-2-Hydroxy-cyclohexyl)-acrylic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester (133125-09-4) + 2-((1R,2S)-2-Hydroxy-cyclohexyl)-acrylic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester (133125-09-4)

Guidance literature:

With titanium tetrachloride; In dichloromethane; at -20 ℃; for 1h; Yield given. Yields of byproduct given;

DOI:10.1016/S0040-4039(00)92635-2

Reference yield:

(Z)-8-Oxo-2-trimethylsilanylmethyl-oct-2-enoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester (133125-04-9) → 2-((1R,2R)-2-Hydroxy-cyclohexyl)-acrylic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester (133125-09-4) + 2-((1R,2S)-2-Hydroxy-cyclohexyl)-acrylic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester (133125-09-4)

Guidance literature:

With titanium tetrachloride; In dichloromethane; at -20 ℃; for 1h; Yield given. Yields of byproduct given;

DOI:10.1016/S0040-4039(00)92635-2

Reference yield:

3-Trimethylsilanyl-propionic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester (133124-90-0) → 2-((1R,2R)-2-Hydroxy-cyclohexyl)-acrylic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester (133125-09-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 1) LDA / 1, 2) THF, -78 deg C

2: 100 percent / Et₃N

3: DBU / benzene / Heating

4: PPTS / ethanol / 60 °C

5: Swern oxidation

6: TiCl₄ / CH₂Cl₂ / 1 h / -20 °C

With pyridinium p-toluenesulfonate; titanium tetrachloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium diisopropyl amide; In ethanol; dichloromethane; benzene;

DOI:10.1016/S0040-4039(00)92635-2

upstream raw materials:

(Z)-8-Oxo-2-trimethylsilanylmethyl-oct-2-enoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

3-Trimethylsilanyl-propionic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

(Z)-8-(Tetrahydro-pyran-2-yloxy)-2-trimethylsilanylmethyl-oct-2-enoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

3-Hydroxy-8-(tetrahydro-pyran-2-yloxy)-2-trimethylsilanylmethyl-octanoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

Downstream raw materials:

trans-3-methylenehexahydrobenzofuran-2-one

cis-3-methylenehexahydrobenzofuran-2-one