2H-Pyran-2-one, 5,6-dihydro-5-hydroxy-6-methyl-, (5S,6S)-

Base Information

• Chemical Name: 2H-Pyran-2-one, 5,6-dihydro-5-hydroxy-6-methyl-, (5S,6S)-
• CAS No.: 108645-77-8
• Molecular Formula: C6H8O3
• Molecular Weight: 128.12600
• Mol file: 108645-77-8.mol

Synonyms:(5S,6S)-5-Hydroxy-6-methyl-5,6-dihydro-pyran-2-one;4-epiosmundalactone;

Chemical Property of 2H-Pyran-2-one, 5,6-dihydro-5-hydroxy-6-methyl-, (5S,6S)-

Chemical Property:

• PSA: 46.53000
• LogP: -0.15120

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2H-Pyran-2-one, 5,6-dihydro-5-hydroxy-6-methyl-, (5S,6S)-

There total 2 articles about 2H-Pyran-2-one, 5,6-dihydro-5-hydroxy-6-methyl-, (5S,6S)- 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: 49.0%

(S)-3,6-dihydro-6-methyl-2H-pyran-2-one (93338-33-1) → (5R,6S)-5,6-dihydro-5-hydroxy-6-methylpyran-2-one (54826-92-5) + (5S,6S)-5-hydroxy-6-methyl-5,6-dihydro-2H-pyran-2-one (108645-77-8)

Guidance literature:

With 3,3-dimethyldioxirane; In diethyl ether; acetone; 0 deg C -> RT, overnight;

Reference yield:

(S)-6-Methyl-pyran-2,5-dione → (5R,6S)-5,6-dihydro-5-hydroxy-6-methylpyran-2-one (54826-92-5) + (5S,6S)-5-hydroxy-6-methyl-5,6-dihydro-2H-pyran-2-one (108645-77-8)

Guidance literature:

With sodium tetrahydroborate; cerium(III) chloride; In dichloromethane; at 0 ℃; Further Variations:; Temperatures; Product distribution;

DOI:10.1055/s-2005-869846

Reference yield: 92.0%

(5S,6S)-5-hydroxy-6-methyl-5,6-dihydro-2H-pyran-2-one (108645-77-8) + benzoic acid (65-85-0,8013-63-6) → 4-O-benzoylosmundalactone (135419-84-0)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; for 4h; Ambient temperature;

upstream raw materials:

(S)-3,6-dihydro-6-methyl-2H-pyran-2-one

Downstream raw materials:

4-O-benzoylosmundalactone

4(S),5(S)-dihydroxy-6(S)-methyl-tetrahydro-pyran-2-one

(3S,4S)-10-Benzyloxy-7,9-dimethoxy-4-methoxymethoxy-3-methyl-3,4-dihydro-1H-benzo[g]isochromene

(3S,4S)-10-Benzyloxy-7,9-dimethoxy-4-methoxymethoxy-3-methyl-3,4-dihydro-1H-benzo[g]isochromen-1-ol