3-Fluoro-4-hydroxybenzaldehyde → HCID 10813662, compound

HRID 1820607Notes

Reaction equation

HRID 1820607 reaction equation
[CH3:1][O:2][C:3]([C@@H:5]1[C@@H:10]([O:11][C:12](=[O:14])[CH3:13])[C@H:9]([O:15][C:16](=[O:18])[CH3:17])[C@@H:8]([O:19][C:20](=[O:22])[CH3:21])[C@H:7](Br)[O:6]1)=[O:4].[F:24][C:25]1[CH:26]=[C:27]([CH:30]=[CH:31][C:32]=1[OH:33])[CH:28]=[O:29]>>[CH3:1][O:2][C:3]([C@@H:5]1[C@@H:10]([O:11][C:12](=[O:14])[CH3:13])[C@H:9]([O:15][C:16](=[O:18])[CH3:17])[C@@H:8]([O:19][C:20](=[O:22])[CH3:21])[C@H:7]([O:33][C:32]2[CH:31]=[CH:30][C:27]([CH:28]=[O:29])=[CH:26][C:25]=2[F:24])[O:6]1)=[O:4]

Participants

3

Reactant 2

HCID 5872503-Fluoro-4-hydroxybenzaldehydeHCID 10916287HCID 10916287, compound

Product 1

HCID 10813662HCID 10813662, compoundYield 81.3%

Procedure

14.2 g (35.8 mmol) of (2S,3S,4S,5R,6S)-3,4,5-triacetoxy-6-bromo-tetrahydro-pyran-2-carboxylic acid methyl ester is reacted analogously to Example LE1a with 5.05 g of 3-fluoro-4-hydroxybenzaldehyde, and after working-up and purification, 13.3 g (29.1 mmol, 81%) of the title compound is isolated.

Workup

  1. custompurification

Sources & evidence

ORD record
ord-58b3f907e61b4944a4f8a78333470cb8
Source dataset
uspto-grants-2009_10
Patent number
US07605136B2

Reaction notes

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