1027594-31-5

Basic information

• Product Name: 2-{(1R,2R,3S)-2,3-Bis-[(diphenylphosphanyl)-methyl]-1,2-dimethyl-cyclopentylmethoxy}-tetrahydro-pyran
• Synonyms: 2-{(1R,2R,3S)-2,3-Bis-[(diphenylphosphanyl)-methyl]-1,2-dimethyl-cyclopentylmethoxy}-tetrahydro-pyran
• CAS NO: 1027594-31-5
• Molecular Weight: 608.741
• Mol File: 1027594-31-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-{(1R,2R,3S)-2,3-Bis-[(diphenylphosphanyl)-methyl]-1,2-dimethyl-cyclopentylmethoxy}-tetrahydro-pyran(CAS DataBase Reference)
• NIST Chemistry Reference: 2-{(1R,2R,3S)-2,3-Bis-[(diphenylphosphanyl)-methyl]-1,2-dimethyl-cyclopentylmethoxy}-tetrahydro-pyran(1027594-31-5)
• EPA Substance Registry System: 2-{(1R,2R,3S)-2,3-Bis-[(diphenylphosphanyl)-methyl]-1,2-dimethyl-cyclopentylmethoxy}-tetrahydro-pyran(1027594-31-5)

Safety Data

• Hazardous Substances Data: 1027594-31-5(Hazardous Substances Data)

Upstream product

• 1079-66-9 chloro-diphenylphosphine 
• 497262-01-8 [(1R,2R,3S)-2-(bromomethyl)-2,3-dimethyl-3-[(tetrahydro-2H-pyran-2-yloxy)methyl]cyclopentyl]methyl-4-methylbenzenesulfonate 
• 65567-06-8 lithium diphenylphosphide 
• 1374405-92-1 C₁₀H₁₇BrO 
• 497262-00-7 [(1R,2R,3S)-2-(bromomethyl)-3-(hydroxymethyl)-2,3-dimethylcyclopentyl]methyl-4-methylbenzene sulfonate 
• 497261-99-1 (1R,2R,3S)-(2-bromomethyl-3-hydroxymethyl-2,3-dimethylcyclopentyl)methanol 
• 497261-97-9 (1R,8R)-8-(bromomethyl)-1,8-dimethyl-3-oxabicyclo[3.2.1]octane-2,4-dione 
• 497261-98-0 (1R,5R,8R)-8-(bromomethyl)-1,8-dimethyl-3-oxabicyclo[3.2.1]octane-2-one 
• 10293-09-1 (1R,4R,7R)-9-bromocamphor 
• 497261-96-8 (1R,7R)-7-(bromomethyl)-1,7-dimethylbicyclo[2.2.1]heptane-2,3-dione 
• 110-87-2 3,4-dihydro-2H-pyran 

Downstream Products

• 497262-02-9 [(1R,2R,3S)-21,2-dimethyl-2,3-bis(diphenylphosphine-methyl)cyclopentyl]methanol 

Relevant articles and documents

CHIRAL INTERMEDIATES USEFUL FOR THE PREPARATION OF HYDROXYPHOSPHINE LIGANDS

A compound of formula (I), wherein R1 is hydrogen or a hydroxyl protecting group; and R2 and R3 are same or different and are independently selected from halogen or —O—SO2—X; wherein X is —C1-C4 alkyl; C1-C4 alkyl substituted with one or more halogen; or substituted or unsubstituted phenyl wherein said phenyl substituent is selected from halogen, nitro and C1-C4 alkyl; provided that when R3 is bromine, X is not p-toluoyl; and a process for the preparation thereof.

A new hydroxydiphosphine as a ligand for Rh(I)-catalyzed enantioselective hydrogenation

A new diphosphine ligand bearing a hydroxy group in the backbone was synthesized starting from 9-bromocamphor. The rhodium(I) complex based on this ligand was tested in the hydrogenation of α- and β-amino acid precursors. The activity and selectivity of the catalyst were found to be strongly dependent upon the nature of the substrate. Thus, β-acetylamino carboxylates were obtained with up to 97% ee.