tert-butyl (2R)-2-hydroxypropanoate → tert-butyl (2S)-2-[4-chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]propanoate

HRID 1695123Notes

Reaction equation

HRID 1695123 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([B:9]2[O:13][C:12]([CH3:15])([CH3:14])[C:11]([CH3:17])([CH3:16])[O:10]2)[CH:3]=1.[C:18]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])(=[O:22])[C@@H:19]([CH3:21])O>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C@@H:19]([CH3:21])[C:18]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])=[C:4]([B:9]2[O:13][C:12]([CH3:15])([CH3:14])[C:11]([CH3:17])([CH3:16])[O:10]2)[CH:3]=1

Participants

3

Reactant 2

HCID 10953655tert-butyl (2R)-2-hydroxypropanoateHCID 672770614-Chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol

Product 1

HCID 67276583tert-butyl (2S)-2-[4-chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]propanoate

Procedure

The subtitle compound was prepared by the method of Example 2 step a) using the product from step e) and tert-butyl (R)-(+) lactate.

Sources & evidence

ORD record
ord-07894e1c90ad4993b231c347bc9fb42e
Source dataset
uspto-grants-2012_04
Patent number
US08163727B2

Reaction notes

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