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912468

Sigma-Aldrich

(2S,3S)-iPr-BIDIME

≥95%

Synonym(s):

(2S,3S)-3-(tert-butyl)-4-(2,6-dimethoxyphenyl)-2-isopropyl-2,3-dihydrobenzo[d][1,3]oxaphosphole

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About This Item

Empirical Formula (Hill Notation):
C22H29O3P
CAS Number:
1477517-21-7
Molecular Weight:
372.44
UNSPSC Code:
12352200

assay

≥95%

form

powder

optical purity

ee: ≥99% (HPLC)

reaction suitability

reagent type: ligand

functional group

phosphine

Application

(2S,3S)-iPr-BIDIME is a P-chiral monophosphorus ligand used for the transition metal-catalyzed asymmetric Suzuki-Miyaura and hydroboration reactions.

Other Notes

Synthesis of Chiral α-Amino Tertiary Boronic Esters by Enantioselective Hydroboration of α-Arylenamides

Legal Information

Sold in collaboration with Zejun Pharmaceuticals

related product

Product No.
Description
Pricing

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Guangqing Xu et al.
Journal of the American Chemical Society, 136(2), 570-573 (2013-10-24)
Efficient asymmetric Suzuki-Miyaura coupling reactions are employed for the first time in total syntheses of chiral biaryl natural products korupensamine A and B in combination with an effective diastereoselective hydrogenation, allowing ultimately a concise and stereoselective synthesis of michellamine B.
Naifu Hu et al.
Journal of the American Chemical Society, 137(21), 6746-6749 (2015-05-06)
The rhodium-catalyzed asymmetric hydroboration of α-arylenamides with BI-DIME as the chiral ligand and (Bpin)2 as the reagent yields for the first time a series of α-amino tertiary boronic esters in good yields and excellent enantioselectivities (up to 99% ee).

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