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

Base Information

Chemical Name:2H-Pyran-2-one, 5-(acetyloxy)-5,6-dihydro-6-methyl-, (5R,6S)-
CAS No.:54621-88-4
Molecular Formula:C₈H₁₀O₄
Molecular Weight:170.165
Hs Code.:
DSSTox Substance ID:DTXSID90454957
Nikkaji Number:J781.063F
Wikidata:Q82276777

Synonyms:2H-Pyran-2-one, 5-(acetyloxy)-5,6-dihydro-6-methyl-, (5R,6S)-;54621-88-4;DTXSID90454957;(5R)-5beta-Acetoxy-6alpha-methyl-5,6-dihydro-2H-pyran-2-one

Suppliers and Price of 2H-Pyran-2-one, 5-(acetyloxy)-5,6-dihydro-6-methyl-, (5R,6S)-

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

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

Chemical Property:

XLogP3:0.6
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:170.05790880
Heavy Atom Count:12
Complexity:231

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1C(C=CC(=O)O1)OC(=O)C
Isomeric SMILES:C[C@H]1[C@@H](C=CC(=O)O1)OC(=O)C

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

There total 1 articles about 2H-Pyran-2-one, 5-(acetyloxy)-5,6-dihydro-6-methyl-, (5R,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:

: 937-14-4
3-chloro-benzenecarboperoxoic acid

: 34819-86-8
3,4-di-O-acetyl-6-deoxy-L-glucal

: 54621-88-4
4-O-acetyl-2,3,6-trideoxy-L-erythro-hex-2-enono-1,5-lactone

: 122359-40-4
Acetic acid (2S,3R,6S)-6-(3-chloro-benzoylperoxy)-2-methyl-3,6-dihydro-2H-pyran-3-yl ester

Guidance literature:: With boron trifluoride diethyl etherate; In chloroform-d1; at -20 ℃; for 0.166667h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

Reference yield: 92.0%

: 54621-88-4
4-O-acetyl-2,3,6-trideoxy-L-erythro-hex-2-enono-1,5-lactone

: 54826-92-5
(5R,6S)-5,6-dihydro-5-hydroxy-6-methylpyran-2-one

Guidance literature:: With lipase "Amano P"; In phosphate buffer;
DOI:10.3987/com-99-8567

Reference yield:

: 54621-88-4
4-O-acetyl-2,3,6-trideoxy-L-erythro-hex-2-enono-1,5-lactone

: 755033-91-1
phenyl 4-O-acetyl-3-azido-1-thio-2,3,6-trideoxy-α/β-L-lyxo-hexopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1.1: 85 percent / K₂CO₃ / methanol

2.1: 70 percent / DEAD; PPh₃

3.1: PhCO₃H / benzene / 0 °C

4.1: PhSeSePh; NaBH₄; iPrOH / acetic acid

4.2: diphenylphosphoryl azide; PPh₃; DEAD

5.1: K₂CO₃ / methanol

6.1: DIBAL-H

7.1: 90 percent / pyridine

8.1: 80 percent / BF₃*OEt₂ / CH₂Cl₂ / 3 h / 0 °C

With pyridine; sodium tetrahydroborate; Perbenzoic acid; diphenyl diselenide; boron trifluoride diethyl etherate; diisobutylaluminium hydride; potassium carbonate; triphenylphosphine; isopropyl alcohol; diethylazodicarboxylate; In methanol; dichloromethane; acetic acid; benzene; 2.1: Mitsunobu reaction / 4.2: Mitsunobu reaction;
DOI:10.1016/j.tetlet.2007.03.062