Tetrahydro-4H-pyran-4-ol → HCID 66730495, compound

HRID 1959963Notes

Reaction equation

HRID 1959963 reaction equation
[O:1]1[CH2:6][CH2:5][CH:4]([OH:7])[CH2:3][CH2:2]1.C1(S(O[CH2:18][CH2:19][O:20][C:21]2[CH:26]=[CH:25][C:24]([B:27]3[O:31][C:30]([CH3:33])([CH3:32])[C:29]([CH3:35])([CH3:34])[O:28]3)=[CH:23][CH:22]=2)(=O)=O)C=CC=CC=1>>[CH3:33][C:30]1([CH3:32])[C:29]([CH3:34])([CH3:35])[O:28][B:27]([C:24]2[CH:23]=[CH:22][C:21]([O:20][CH2:19][CH2:18][O:7][CH:4]3[CH2:5][CH2:6][O:1][CH2:2][CH2:3]3)=[CH:26][CH:25]=2)[O:31]1

Participants

3

Reactant 2

HCID 74956Tetrahydro-4H-pyran-4-olHCID 866619672-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]ethyl benzenesulfonate

Product 1

HCID 66730495HCID 66730495, compoundYield 68.3%

Procedure

Using tetrahydropyran-4-ol (3.7 g, 36.2 mmol) and 2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]ethyl benzenesulfonate (6 g, 14.3 mmol) synthesized in Reference Example 2 (2c), the desired title compound (3.4 g, yield 68%) was obtained by the same method as in Reference Example 2 (2a).

Sources & evidence

ORD record
ord-2222230fa55247eb89b67f1dcf2c4251
Source dataset
uspto-grants-2013_04
Patent number
US08410273B2

Reaction notes

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