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

Base Information

• Chemical Name: cis-3,5-dimethyldihydro-2H-pyran-2,6(3H)-dione
• CAS No.: 4295-92-5
• Molecular Formula: C7H10O3
• Molecular Weight: 142.155
• Hs Code.: 2917190090
• DSSTox Substance ID: DTXSID10473009
• Nikkaji Number: J1.748.811B
• Wikidata: Q82302190
• Mol file: 4295-92-5.mol

Synonyms:cis-3,5-dimethyldihydro-2H-pyran-2,6(3H)-dione;4295-92-5;(3R,5S)-3,5-dimethyloxane-2,6-dione;(3R,5S)-3,5-dimethyldihydro-2H-pyran-2,6(3H)-dione;MFCD09152749;SCHEMBL1330580;DTXSID10473009;SIFQWEJOHACJOL-SYDPRGILSA-N;AC1086;AKOS006330973;MA-0846;CS-0320075;A924254;2H-Pyran-2,6(3H)-dione, dihydro-3,5-dimethyl-, (3R,5S)-rel-

Chemical Property of cis-3,5-dimethyldihydro-2H-pyran-2,6(3H)-dione

Chemical Property:

• Melting Point: 92-94°
• PSA: 43.37000
• LogP: 0.73210
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 142.062994177
• Heavy Atom Count: 10
• Complexity: 156

Purity/Quality:

97% ^*data from raw suppliers

cis-3,5-Dimethyldihydro-2H-pyran-2,6(3H)-dione >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC(C(=O)OC1=O)C
• Isomeric SMILES: C[C@@H]1C[C@@H](C(=O)OC1=O)C

Technology Process of cis-3,5-dimethyldihydro-2H-pyran-2,6(3H)-dione

There total 18 articles about cis-3,5-dimethyldihydro-2H-pyran-2,6(3H)-dione 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: 97.0%

2,4-dimethylglutaric acid (2121-67-7) → (+/-)-anti-2,4-dimethylglutaric anhydride (4295-92-5,7446-84-6,35878-31-0,50901-09-2,82950-73-0,118139-25-6)

Guidance literature:

With dicyclohexyl-carbodiimide; In acetonitrile; at 21 ℃; for 1h;

DOI:10.1016/0040-4020(84)80015-0

Reference yield: 89.0%

meso-2,4-dimethylglutaric anhydride (4295-92-5,7446-84-6,35878-31-0,50901-09-2,82950-73-0,118139-25-6) → (3R,5S)-3,5-dimethyldihydro-2H-pyran-2,6(3H)-dione (4295-92-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In ethyl acetate; at 23 ℃; for 12h;

DOI:10.1021/ol052917e

Reference yield: 87.6%

2,4-dimethylglutaric acid (2121-67-7) → (3R,5S)-3,5-dimethyldihydro-2H-pyran-2,6(3H)-dione (4295-92-5)

Guidance literature:

2,4-dimethylglutaric acid; With acetyl chloride; for 1h; Heating;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In ethyl acetate;

DOI:10.1080/00397910600781497

upstream raw materials:

2,2-dimethylglutaric acid

2,4-dimethylglutaric acid

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

methacrylic acid methyl ester

Downstream raw materials:

2,4-dimethyl-N-phenyl-glutaramic acid

3,5-dimethyl-piperidine-2,6-dione

5-Benzyloxymethoxy-2,4-dimethyl-pentan-1-ol

5-Benzyloxymethoxy-2,4-dimethyl-pentanal