Butanoic acid, 3-oxo-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester

Base Information

• Chemical Name: Butanoic acid, 3-oxo-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester
• CAS No.: 59557-05-0
• Molecular Formula: C14H24 O3
• Molecular Weight: 240.343
• Mol file: 59557-05-0.mol

Synonyms:Butanoicacid, 3-oxo-, 5-methyl-2-(1-methylethyl)cyclohexyl ester, [1R-(1a,2b,5a)]-; (-)-Menthyl acetoacetate; l-Menthyl acetoacetate

Chemical Property of Butanoic acid, 3-oxo-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester

Chemical Property:

• Vapor Pressure: 0.000678mmHg at 25°C
• Refractive Index: 1.5557 (estimate)
• Boiling Point: 308.5°C at 760 mmHg
• Flash Point: 129.9°C
• PSA: 43.37000
• Density: 0.98g/cm³
• LogP: 2.96950

Purity/Quality:

99% ^*data from raw suppliers

BUTANOIC ACID, 3-OXO-, (1R,2S,5R)-5-METHYL-2-(1-METHYLETHYL)CYCLOHEXYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Butanoic acid, 3-oxo-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester

There total 15 articles about Butanoic acid, 3-oxo-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)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: 100.0%

4-methyleneoxetan-2-one (674-82-8,2130-41-8) + (-)-menthol (2216-51-5) → (L)-menthyl 3-oxobutyrate (59557-05-0)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1002/ejoc.200700759

Reference yield: 98.0%

(-)-menthol (2216-51-5) + ethyl acetoacetate (141-97-9) → ethanol (64-17-5) + (L)-menthyl 3-oxobutyrate (59557-05-0)

Guidance literature:

at 140 ℃; for 5h;

Reference yield: 98.0%

(-)-menthol (2216-51-5) + 2,2,6-trimethyl-4H-1,3-dioxin-4-one (5394-63-8) → (L)-menthyl 3-oxobutyrate (59557-05-0)

Guidance literature:

for 0.0666667h; microwave irradiation;

DOI:10.1080/00397910008087215

upstream raw materials:

isomenthol

ethyl acetoacetate

menthol

DL-neomenthol

Downstream raw materials:

(S)-2-Acetyl-3-methyl-nonanoic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

(E)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-ylsulfanyl)-3-hydroxy-but-2-enoic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

(1R,2S)-2-Methyl-4,6-dioxo-cyclohexanecarboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

2-Diazo-4-methyl-pentanoic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

Refernces

• 1、 Hari, Durga Prasad,Schouwey, Lionel,Barber, Verity,Scopelliti, Rosario,Fadaei-Tirani, Farzaneh,Waser, Jerome. "Ethynylbenziodazolones (EBZ) as Electrophilic Alkynylation Reagents for the Highly Enantioselective Copper-Catalyzed Oxyalkynylation of Diazo Compounds". supporting information. . Retrieved 2019/05/28.
• 2、 Hari, Durga Prasad,Waser, Jerome. "Enantioselective Copper-Catalyzed Oxy-Alkynylation of Diazo Compounds". supporting information. p. 8420 - 8423. Retrieved 2017/07/06.