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912972

(2S,2′S,3S,3′S)-MeO-BIBOP

Name: (2S,2&#8242;S,3S,3&#8242;S)-MeO-BIBOP
Brand: ALDRICH

≥97%, powder

Synonym(s):

(2S,2′S,3S,3′S)-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:

1202033-19-9

Molecular Weight:

446.46

UNSPSC Code:

12352200

Assay:

≥97%

Form:

powder

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Product Name

(2S,2′S,3S,3′S)-MeO-BIBOP, ≥97%

assay

≥97%

form

powder

optical purity

ee: ≥99% (HPLC)

reaction suitability

reagent type: ligand

functional group

phosphine

Application

(2S,2′S,3S,3′S)-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)

Other Notes

Novel, Tunable, and Efficient Chiral Bisdihydrobenzooxaphosphole Ligands for Asymmetric Hydrogenation

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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Certificates of Analysis (COA)

Lot/Batch Number

MKCT1749

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Novel, tunable, and efficient chiral bisdihydrobenzooxaphosphole ligands for asymmetric hydrogenation.

Wenjun Tang et al.

Organic letters, 12(1), 176-179 (2009-12-03)

A series of novel, efficient, air-stable, and tunable chiral bisdihydrobenzooxaphosphole ligands (BIBOPs) were developed for rhodium-catalyzed hydrogenations of various functionalized olefins such as alpha-arylenamides, alpha-(acylamino)acrylic acid derivatives, beta-(acylamino)acrylates, and dimethyl itaconate with excellent enantioselectivities (up to 99% ee) and reactivities

Tunable P-Chiral Bisdihydrobenzooxaphosphole Ligands for Enantioselective Hydroformylation.

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.

Stereoelectronic Effects in Ligand Design: Enantioselective Rhodium-Catalyzed Hydrogenation of Aliphatic Cyclic Tetrasubstituted Enamides and Concise Synthesis of (R)-Tofacitinib.

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

SKU	GTIN
912972-100MG	04061841874058
912972-250MG	04061841874065

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