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Merck
CN

912956

(2R,2′R,3R,3′R)-MeO-BIBOP

powder

Synonym(s):

(2R,2′R,3R,3′R)-3,3′-Di-tert-butyl-4,4′-dimethoxy-2,2′,3,3′-tetrahydro-2,2′-bibenzo[d][1,3]oxaphosphole

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About This Item

Empirical Formula (Hill Notation):
C24H32O4P2
CAS Number:
Molecular Weight:
446.46
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.22
Form:
powder
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Product Name

(2R,2′R,3R,3′R)-MeO-BIBOP,

form

powder

Quality Level

optical purity

ee: ≥99% (HPLC)

reaction suitability

reagent type: ligand

functional group

phosphine

InChI key

KVPCVNGTJXEQKH-IKTNGCAPSA-N

Application

(2R,2′R,3R,3′R)-MeO-BIBOP is a P-chiral biphosphorus ligand used in a variety of asymmetric transition metal-catalyzed transformations including hydrogenations, propargylations, reductions, and hydroformylations.

Product can be used with our benchtop hydrogen generator, H-Genie Lite (Z744083)

Legal Information

Sold in collaboration with Zejun Pharmaceuticals


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Renchang Tan et al.
Organic letters, 18(14), 3346-3349 (2016-06-23)
Air-stable and tunable chiral bisdihydrobenzooxaphosphole ligands (BIBOPs) were employed in rhodium-catalyzed asymmetric hydroformylation of various terminal olefins with excellent conversions (>99%), moderate-to-excellent enantioselectivities (up to 95:5 er), and branched to linear ratios (b:l) of up to 400.
Daniel R Fandrick et al.
Journal of the American Chemical Society, 132(22), 7600-7601 (2010-05-21)
The highly enantio- and regioselective copper catalyzed asymmetric propargylation of aldehydes with a propargyl borolane reagent is reported. The methodology demonstrated broad functional group tolerance and provided high enantioselectivities for aliphatic, vinyl, and aryl aldehydes. The utility of the TMS
Chengxi Li et al.
Angewandte Chemie (International ed. in English), 58(38), 13573-13583 (2019-07-26)
We herein report the development of a conformationally defined, electron-rich, C2 -symmetric, P-chiral bisphosphorus ligand, ArcPhos, by taking advantage of stereoelectronic effects in ligand design. With the Rh-ArcPhos catalyst, excellent enantioselectivities and unprecedentedly high turnovers (TON up to 10 000) were



Global Trade Item Number

SKUGTIN
912956-100MG04061841870456
912956-250MG04061841870463