HCID 19783098, compound → Ethyl 4-oxotetrahydro-2H-pyran-3-carboxylate

Reaction equation

[CH2:1]([O:3][C:4]([C:6]1(F)[C:11](=[O:12])[CH2:10][CH2:9][O:8][CH2:7]1)=[O:5])[CH3:2].C(OC(C1(F)C(O)CCOC1)=O)C>>[CH2:1]([O:3][C:4]([CH:6]1[C:11](=[O:12])[CH2:10][CH2:9][O:8][CH2:7]1)=[O:5])[CH3:2]

Participants

Reactant 2

HCID 19783098HCID 19783098, compound

HCID 67884933Ethyl 3-fluoro-4-oxooxane-3-carboxylate

Product 1

HCID 19783095Ethyl 4-oxotetrahydro-2H-pyran-3-carboxylate

Procedure

First, 3-ethoxycarbonyl-tetrahydro-4H-pyran4-one was synthesized referring the process described in Japan Laid-Open Patent Publication No. 32080/90. Then this ester was fluorinated in the same manner as in Example 4 to prepare 3-ethoxycarbony-3-fluoro-tetrahydro-4H-pyran-4-one which was then reduced in the same manner as in the same example to prepare 3-ethoxycarbonyl-3-fluoro-4-hydroxytetrahydro-4H-pyran.

Sources & evidence

ORD record: ord-3bfa8bb644a84be8afedaf3d292605c9
Source dataset: uspto-grants-1993_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05262385

Reaction notes

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