80403-10-7

Basic information

• Product Name: 1-Propanol, 3-(diphenylphosphinyl)-, benzoate
• CAS NO: 80403-10-7
• Molecular Formula: C22H21O3P
• Molecular Weight: 364.381
• Mol File: 80403-10-7.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 1-Propanol, 3-(diphenylphosphinyl)-, benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Propanol, 3-(diphenylphosphinyl)-, benzoate(80403-10-7)
• EPA Substance Registry System: 1-Propanol, 3-(diphenylphosphinyl)-, benzoate(80403-10-7)

Safety Data

• Hazardous Substances Data: 80403-10-7(Hazardous Substances Data)

Upstream product

• 2129-89-7 diphenyl(methyl)phosphine oxide 
• 889-57-6 3-(diphenylphosphinoyl)-1-propanol 
• 98-88-4 benzoyl chloride 
• 30698-18-1 bromure de benzoyloxy-3 propyltriphenylphosphonium 
• 51860-45-8 3-hydroxypropyltriphenylphosphonium bromide 
• 3607-17-8 3-bromopropyltriphenylphosphonium bromide 
• 603-35-0 triphenylphosphine 

Downstream Products

• 89625-14-9 2-(diphenyl-phosphinoyl)-4-hydroxy-1-phenyl-butan-1-one 
• 89625-17-2 threo-2-diphenylphosphinoyl-1-phenylbutane-1,4-diol 
• 122552-38-9 4-diphenylphosphinoxy-1-phenylbutan-1-one 
• 122552-34-5 3-benzoyl-3-diphenylphosphinoylpropyl benzoate 
• 89625-17-2 erythro-2-Diphenylphosphinoyl-1-phenylbutane-1,4-diol 
• 1151979-18-8 4,5-dihydro-3-diphenylphosphinoyl-2-phenyl-4-trimethylsilyl-furan 

Relevant articles and documents

Asymmetric synthesis of trans-disubstituted cyclopropanes using phosphine oxides and phosphine boranes

The stereocontrolled synthesis of trans-disubstituted cyclopropylketones has been achieved from β-alkyl, γ-benzoyl phosphine oxides via a three-step cascade reaction incorporating an acyl transfer, phosphinoyl transfer and cyclisation to form the cyclopropane. Using Evans' chiral oxazolidinone auxiliary and by masking the phosphine oxide moiety as a phosphine borane we have extended the method to the synthesis of enantiomerically-enriched trans-disubstituted cyclopropyl ketones.

ACYL TRANSFER REACTIONS WITH PHOSPHINE OXIDES: SYNTHESIS OF E-HOMOALLYLIC ALCOHOLS, CYCLOPROPYL KETONES, AND γ-HYDROXY KETONES

Esters of 3-hydroxypropylphosphine oxides rearrange in base by O to C acyl (RCO) transfer to give the hydroxy ketones (8). threo-Selective reduction of (8) leads to pure E-homoallylic alcohols whilst C to O acyl )Ph2PO) transfer leads to γ-hydroxy ketones with nucleophilic aqueous base or cyclopropyl ketones with BuOKt - HOBut.

SYNTHESIS OF SINGLE ISOMERS (E OR Z) OF UNSATURATED ALCOHOLS BY THE HORNER-WITTIG REACTION

Single isomers (E or Z) of homoallylic and higher alcohols can be synthesised from ω-hydroxyalkyldiphenylphosphine oxides and aldehydes, or from alkyldiphenylphosphine oxides and lactones