98674-80-7

Basic information

• Product Name: (2R,4R)-5,5-DIMETHYL-2-HYDROXY-4-PHENYL-1,3,2-DIOXAPHOSPHORINAN 2-OXIDE
• Synonyms: (R)-(-)-2-HYDROXY-5,5-DIMETHYL-4-PHENYL-1,3,2-DIOXAPHOSPHORINANE 2-OXIDE;(R)-(-)-5,5-DIMETHYL-2-HYDROXY 4-PHENYL-1,3,2-DIOXAPHOS-PHORINANE-2-OXIDE;(2R,4R)-5,5-DIMETHYL-2-HYDROXY-4-PHENYL-1,3,2-DIOXAPHOSPHORINAN 2-OXIDE;(2R,4R)-2-Hydroxy-5,5-dimethyl-4-phenyl-1,3,2-dioxaphosphorinan 2-oxide;(R)-(-)-2-HYDROXY-5,5-DIMETHYL-4-PHENYL- 1,3,2-DIOXAPHOSPHORINANE 2-OXID 98%;(4r)-2-hydroxy-5,5-dimethyl-4-phenyl-1,3,2-dioxaphosphorinan 2-oxide;(R)-(-)-2-Hydroxy-5,5-dimethyl-4-phenyl-1,3,2-dioxaphosphorinane 2-oxide, (2R,4R)-5,5-Dimethyl-2-hydroxy-4-phenyl-1,3,2-dioxaphosphorinan 2-oxide;(4R)-2-Hydroxy-5,5-dimethyl-4-phenyl-1,3,2-dioxaphosphorinan 2-oxide 98%
• CAS NO: 98674-80-7
• Molecular Formula: C₁₁H₁₅O₄P
• Molecular Weight: 242.21
• Product Categories: chiral
• Mol File: 98674-80-7.mol
• Article Data: 3

Chemical Properties

• Melting Point: 224-227 °C(lit.)
• Boiling Point: 344.4°Cat760mmHg
• Flash Point: 162.1°C
• Appearance: /
• Density: 1.27g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.538
• Storage Temp.: 2-8°C
• BRN: 4294714
• CAS DataBase Reference: (2R,4R)-5,5-DIMETHYL-2-HYDROXY-4-PHENYL-1,3,2-DIOXAPHOSPHORINAN 2-OXIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,4R)-5,5-DIMETHYL-2-HYDROXY-4-PHENYL-1,3,2-DIOXAPHOSPHORINAN 2-OXIDE(98674-80-7)
• EPA Substance Registry System: (2R,4R)-5,5-DIMETHYL-2-HYDROXY-4-PHENYL-1,3,2-DIOXAPHOSPHORINAN 2-OXIDE(98674-80-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• F: 10-21
• Hazardous Substances Data: 98674-80-7(Hazardous Substances Data)

Usage

Uses

(4R)-2-Hydroxy-5,5-dimethyl-4-phenyl-1,3,2-dioxaphosphorinan 2-oxide can be used:As a reactant in the phosphoalkoxylation of aromatic enones.As a chiral resolving agent in the resolution of amino acids, amines, and amino alcohols.

InChI:InChI=1/C11H15O4P/c1-11(2)8-14-16(12,13)15-10(11)9-6-4-3-5-7-9/h3-7,10H,8H2,1-2H3,(H,12,13)/t10-/m1/s1

Upstream product

• 33950-46-8 1-phenyl-2,2-dimethyl-1,3-propanediol 
• 98675-02-6 2-chloro-5,5-dimethyl-4-phenyl-1,3,2-dioxaphosphorinane 2-oxide 
• 52178-66-2 (S)-(+)-1-phenyl-2,2-dimethyl-1,3-propanediol 
• 90507-71-4 (R)-(-)-3-phenyl-3-hydroxy-2,2-dimethylpropanal 
• 100-52-7 benzaldehyde 
• 98634-22-1 5,5-dimethyl-2-hydroxy-4-phenyl-1,3,2-dioxaphosphorinane 2-oxide 

Downstream Products

• 1228391-46-5 (R)-5-((E)-2-pyrrolidin-3-ylvinyl)pyrimidine mono-(R)-(-)-phencyphos 
• 133124-37-5 (2R,4S)-(+)-5,5 dimethyl-2--4-phenyl-1,3-dioxane 
• 133124-26-2 (2R,4S)-(+)-5,5-dimethyl-4-phenyl-2-(1-methyl-trans-2-phenylcyclopropyl)-1,3-dioxane 
• 133124-20-6 (2R,4S)-(+)-5,5-dimethyl-4-phenyl-2-(trans-2-phenylcyclopropyl)-1,3-dioxane 
• 133124-17-1 (2R,4S)-(+)-5,5-dimethyl-2-(1-methyl-trans-2-phenylethenyl)-4-phenyl-1,3-dioxane 
• 133124-07-9 (2R,4S)-(+)-2-(4-methoxyphenyl)-5,5-dimethyl-4-phenyl-1,3-dioxane 
• 133124-24-0 (2R,4S)-(+)-5,5-dimethyl-4-phenyl-2-(trans-2-propylcyclopropyl)-1,3-dioxane 
• 133124-11-5 (2R,4S)-(+)-5,5-dimethyl-4-phenyl-2-(trans-2-phenylethenyl)-1,3-dioxane 
• 133124-22-8 (2S,4S)-(+)-5,5-dimethyl-2-(trans-2-methylcyclopropyl)-4-phenyl-1,3-dioxane 
• 133124-28-4 (2R,4S)-2-Cyclopropyl-5,5-dimethyl-4-phenyl-[1,3]dioxane 
• 133124-14-8 (2R,4S)-(+)-5,5-dimethyl-2-(trans-1-pentenyl)-4-phenyl-1,3-dioxane 
• 133124-09-1 (2R,4S)-(+)-5,5-dimethyl-2-(1-methylethyl)-4-phenyl-1,3-dioxane 
• 133124-12-6 (2R,4S)-(+)-5,5 dimethyl-4-phenyl-2-(trans-1-propenyl)-1,3-dioxane 
• 133124-19-3 (2R,4S)-(+)-2-ethenyl-5,5-dimethyl-4-phenyl-1,3-dioxane 

Relevant articles and documents

A method for preparing chiral ring phosphoric acid (by machine translation)

The invention discloses a method for preparing chiral ring of phosphoric acid, the method comprises the following steps: a Isobutyraldehyde, aromatic aldehyde under the condition of chiral catalyst to catalyze the reaction generating chiral 3-aryl-3-hydroxy -2,2-dimethyl-propionaldehyde; chiral b 3-aryl-3-hydroxy -2,2-dimethyl propionic aldehyde reduction to obtain chiral 1-aryl -2,2-dimethyl -1,3-propylene glycol; c in methylene chloride under the conditions of reaction with phosphorus oxychloride to obtain chiral 4-aryl-2-chloro -5,5-dimethyl-2-oxo -1, 3, 2-dioxo-phosphorus heterocycle hexane chloride; in d hydrolysis under alkaline conditions, dyeworks generating chiral ring phosphoric acid. The high optical purity of the target product, the operation is simple, low cost, high yield, less pollution, belonging to the field of organic synthesis. (by machine translation)

The Design of Resolving Agents. Chiral Cyclic Phosphoric Acids

A systematic investigation has been started with the twofold purpose of synthesizing efficient resolving agents and of gaining an insight into the factors that contribute to successful resolutions.We report on the synthesis, resolution, and application of a number of chiral cyclic phosphoric acids.Among these acids, 4-(2-chlorophenyl)-5,5-dimethyl-2-hydroxy-1,3,2-dioxaphosphorinane 2-oxide (7A) is an efficient resolving agent, being useful for the resolution of amines and amino acids.Acid chloride 20 is a useful reagent for the determination of the ee of chiral amines.The absolute configuration of (-)-7A was determined through an X-ray structure determination of its salt with (-)-(p-hydroxyphenyl)glycine.