Tetrahydro-3,5-dimethyl-2H-pyran-2-one

Base Information

• Chemical Name: Tetrahydro-3,5-dimethyl-2H-pyran-2-one
• CAS No.: 3290-57-1
• Molecular Formula: C₇H₁₂O₂
• Molecular Weight: 128.171
• Mol file: 3290-57-1.mol

Synonyms:Tetrahydro-3,5-dimethyl-2H-pyran-2-one

Chemical Property of Tetrahydro-3,5-dimethyl-2H-pyran-2-one

Chemical Property:

• PSA: 26.30000
• LogP: 1.20550

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Tetrahydro-3,5-dimethyl-2H-pyran-2-one

There total 88 articles about Tetrahydro-3,5-dimethyl-2H-pyran-2-one 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: 94.0%

(2R,4S)-2,4-dimethylpentane-1,5-diol (2121-69-9,54630-82-9,107173-22-8,3817-48-9) → 3,5-dimethyl-tetrahydropyran-2-one (32475-72-2,3290-57-1)

Guidance literature:

DOI:10.1016/S0040-4020(01)82410-8

Reference yield: 90.0%

(2S,4R)-5-hydroxy-2,4-dimethyl-N-[(S)-1-phenylethyl]pentanamide (454482-19-0) → (+)-(2S,4R)-cis-2,4-dimethyl-δ-valerolactone (75658-88-7,3290-57-1)

Guidance literature:

With sulfuric acid; In tetrahydrofuran; at 80 ℃; for 43h;

DOI:10.1055/s-2002-28510

Reference yield: 84.0%

(3R,5S)-3,5-dimethyldihydro-2H-pyran-2,6(3H)-dione (4295-92-5) → 3,5-dimethyl-tetrahydropyran-2-one (32475-72-2,3290-57-1)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at -60 - 0 ℃; for 2h;

DOI:10.1002/jlac.198619861204

upstream raw materials:

(3R,5S)-3,5-dimethyldihydro-2H-pyran-2,6(3H)-dione

(2R,4S)-2,4-dimethylpentane-1,5-diol

2-methyl-propan-1-ol

(+/-)-anti-2,4-dimethylglutaric anhydride

Downstream raw materials:

(+)-(2S,4R)-cis-2,4-dimethyl-δ-valerolactone

Benzoic acid (E)-(2R,4S)-6-methoxy-2,4-dimethyl-hex-5-enyl ester

(3R,5S)-3,5-dimethyltetrahydro-2H-pyran-2-one

(2S,4R)-5-(tert-Butyl-dimethyl-silanyloxy)-2,4-dimethyl-pentanoic acid (1-phenyl-ethyl)-amide

Refernces

• 1、 Ozegowski, Ruediger,Kunath, Annamarie,Schick, Hans. "Synthesis of 2,4-Dimethylglutaric Acid Monoesters via Enzyme-catalyzed Asymmetric Alcoholysis of meso-2,4-Dimethylglutaric Anhydride". . p. 695 - 698. Retrieved 1993.
• 2、 Yamada, Ken-ichi,Oonishi, Akinori,Kuroda, Yusuke,Harada, Shingo,Kiyama, Hiroki,Yamaoka, Yousuke,Takasu, Kiyosei. "Desymmetrization of acid anhydride with asymmetric esterification catalyzed by chiral phosphoric acid". supporting information. p. 4098 - 4100. Retrieved 2016/08/18.
• 3、 Gruenanger, Christian U.,Breit, Bernhard. "Remote control of regio- and diastereoselectivity in the hydroformylation of bishomoallylic alcohols with catalytic amounts of a reversibly bound directing group". supporting information; experimental part. p. 967 - 970. Retrieved 2010/05/02.