3,4-dihydro-2H-pyran → HCID 21474296, compound

HRID 2294267Notes

Reaction equation

HRID 2294267 reaction equation
[CH2:1]([O:8][C:9]1[C:14](=[O:15])[CH:13]=[CH:12][O:11][C:10]=1[CH:16]([OH:25])[C:17]1[CH:22]=[CH:21][C:20]([S:23][CH3:24])=[CH:19][CH:18]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[O:26]1[CH:31]=[CH:30][CH2:29][CH2:28][CH2:27]1>>[CH2:1]([O:8][C:9]1[C:14](=[O:15])[CH:13]=[CH:12][O:11][C:10]=1[CH:16]([C:17]1[CH:18]=[CH:19][C:20]([S:23][CH3:24])=[CH:21][CH:22]=1)[O:25][CH:27]1[CH2:28][CH2:29][CH2:30][CH2:31][O:26]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 80803,4-dihydro-2H-pyranHCID 21474461HCID 21474461, compound

Product 1

HCID 21474296HCID 21474296, compound

Procedure

3-Benzyoxy-2-[(4-methylthiophenyl)-(tetrahydropyran-2-yoxy)-methyl]-pyran4-one: Reaction of 16.7 g of 3-benzyloxy-2-[hydroxy-(4-methylthio-phenyl)-methyl]-pyran-4-one with 3,4-dihydro-2H-pyran analogously to Example 1b yields crude 3-benzyloxy-2-[(4-methylthio-phenyl)-(tetrahydro-pyran-2-yloxy)-methyl]-pyran-4-one in the form of a diastereoisomeric mixture. Rf value 0.65 (silica gel 60, hexane/dichloromethanelethyl acetate 1/1/1).

Sources & evidence

ORD record
ord-c256186505db46308bddde50bd54ec32
Source dataset
uspto-grants-1997_11
Patent number
US05688815

Reaction notes

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