1338454-03-7

Basic information

• Product Name: (R)-3-(tert-butyl)-4-(2,6-di methoxyphenyl)-2,3-dihyd robenzo[d][1,3]oxaphosph ole
• Synonyms: (R)-3-(tert-butyl)-4-(2,6-di methoxyphenyl)-2,3-dihyd robenzo[d][1,3]oxaphosph ole;(R)-4-(2,6-Dimethoxyphenyl)-3-(tert-butyl)-2,3-dihydro-1,3-benzoxaphosphole;(R)-3-(Tert-Butyl)-4-(2,6-Dimethoxyphenyl)-2,3-Dihydrobenzo[d][1,3]Oxaphosp5Hole
• CAS NO: 1338454-03-7
• Molecular Formula: C₁₉H₂₃O₃P
• Molecular Weight: 330.357881
• Product Categories: Chiral Phosphine
• Mol File: 1338454-03-7.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 422.1±45.0 °C(Predicted)
• Appearance: light-yellow/crystal
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: (R)-3-(tert-butyl)-4-(2,6-di methoxyphenyl)-2,3-dihyd robenzo[d][1,3]oxaphosph ole(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-3-(tert-butyl)-4-(2,6-di methoxyphenyl)-2,3-dihyd robenzo[d][1,3]oxaphosph ole(1338454-03-7)
• EPA Substance Registry System: (R)-3-(tert-butyl)-4-(2,6-di methoxyphenyl)-2,3-dihyd robenzo[d][1,3]oxaphosph ole(1338454-03-7)

Safety Data

• Hazardous Substances Data: 1338454-03-7(Hazardous Substances Data)

Usage

Reaction

Ligand/palladium catalyst for asymmetric Suzuki-Miyaura cross-coupling reactions. Ligand/nickel catalyst for asymmetric intramolecular reductive cyclization Ligand/rhodium catalyst for asymmetric hydroboration

Upstream product

• 1338453-95-4 (S)-3-tert-butyl-2,3-dihydrobenzo[d][1,3]oxaphosphol-4-yl trifluoromethanesulfonate oxide 
• 1202032-99-2 (R)-3-(tert-butyl)-3-oxido-2H-benzo[d][1,3]oxaphosphol-4-yl trifluoromethanesulfonate 
• 23112-96-1 (2,6-dimethoxyphenyl)boronic acid 
• 151-10-0 1,3-Dimethoxybenzene 
• 1373432-34-8 (R)-3-(tert-butyl)-4-(2,6-dimethoxyphenyl)-2,3 dihydrobenzo[d][1,3]oxaphosphole-3-oxide 
• 1338453-90-9 (S)-3-(tert-butyl)-4-hydroxy-2H-benzo[d][1,3]oxaphosphole 3-oxide 
• 1338453-99-8 (S)-3-(tert-butyl)-4-(2,6-dimethoxyphenyl)-2H-benzo[d][1,3]oxaphosphole 3-oxide 
• 1246888-79-8 3-tert-butyl-3-oxido-2,3-dihydrobenzo[d][1,3]oxaphosphol-4-yl trifluoromethanesulfonate 
• 1202032-95-8 racemic 3-tert-butyl-2,3-dihydrobenzo[d][1,3]oxaphosphol-4-ol oxide 
• 2785-97-9 (2,6-dimethoxyphenyl)lithium 
• 1202032-91-4 tert-butyl(2,6-dimethoxyphenyl)(methyl)phosphine oxide 
• 1246888-86-7 3-(t-butyl)-4-(2,6-dimethoxyphenyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole-3-oxide 

Relevant articles and documents

Computationally Assisted Mechanistic Investigation and Development of Pd-Catalyzed Asymmetric Suzuki-Miyaura and Negishi Cross-Coupling Reactions for Tetra- ortho-Substituted Biaryl Synthesis

Metal-catalyzed cross-coupling reactions are extensively employed in both academia and industry for the synthesis of biaryl derivatives for applications to both medicine and material science. Application of these methods to prepare tetra-ortho-substituted

Synthesis of P-Chiral Dihydrobenzooxaphospholes Through Negishi Cross-Coupling

An efficient Negishi cross-coupling was developed for the synthesis of the biaryl axes present in useful P-chiral dihydrobenzooxaphosphole ligands. This approach has allowed for the synthesis of new derivatives of these ligands that were not accessible by the previous route employing Suzuki-Miyaura cross-coupling. The use of Pd2(dba)3/BI-DIME as the catalyst system affords the desired biaryl compounds in good yields with excellent rates and with catalyst loadings as low as 0.25 mol %.

Synthesis of chiral α-amino tertiary boronic esters by enantioselective hydroboration of α-arylenamides

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).