327969-13-1

Basic information

• Product Name: isopropyl 2,3-dihydroxy-3-phenyl propanoic acid
• Synonyms: isopropyl 2,3-dihydroxy-3-phenyl propanoic acid
• CAS NO: 327969-13-1
• Molecular Weight: 224.257
• Mol File: 327969-13-1.mol

Chemical Properties

• CAS DataBase Reference: isopropyl 2,3-dihydroxy-3-phenyl propanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: isopropyl 2,3-dihydroxy-3-phenyl propanoic acid(327969-13-1)
• EPA Substance Registry System: isopropyl 2,3-dihydroxy-3-phenyl propanoic acid(327969-13-1)

Safety Data

• Hazardous Substances Data: 327969-13-1(Hazardous Substances Data)

Upstream product

• 28541-01-7 (Z)-isopropyl 3-phenylacrylate 
• 60512-85-8 (E)-isopropyl cinnamate 
• 79-15-2 N-bromoacetamide 
• 52259-82-2 α,α-dichloro-N-bromoacetamide 
• 7780-06-5 isopropyl cinnamate 
• 127-65-1 chloroamine-T 
• 35077-11-3 α-chloro-N-bromoacetamide 

Relevant articles and documents

Enantioselective Dihydroxylation of Alkenes Catalyzed by 1,4-Bis(9-O-dihydroquinidinyl)phthalazine-Modified Binaphthyl–Osmium Nanoparticles

A series of unprecedented binaphthyl–osmium nanoparticles (OsNPs) with chiral modifiers were applied in the heterogeneous asymmetric dihydroxylation of alkenes. A remarkable size effect of the OsNPs, depending on the density of the covalent organic shells, on the reactivity and enantioselectivity of the dihydroxylation reaction was revealed. Successful recycling of the OsNPs was also demonstrated and high reaction efficiency and enantioselectivity were maintained.

Catalytic Asymmetric Dihydroxylation of Olefins Using a Recoverable and Reusable Ligand

A free bis-cinchona alkaloid derivative ligand was prepared by a simple synthetic manipulation. With ligand/olefin mole ratio of 1%, the asymmetric dihydroxylation reactions of six olefins proceeded smoothly to give the chiral vicinal diols in high chemical yields and optical yields. The ligand itself could be recovered quantitatively by a simple operation and reused five times without loss of enantioselectivity.

Mechanistic investigation of asymmetric aminohydroxylation of alkenes

Transfer of nitrogen and oxygen in asymmetric aminohydroxylation (AA) has been examined. Electronic as well as steric effect on the nature of oxidizing agent and nitrogen source affect chemo, regio and stereoselectivity in AA reaction. A three cycle mechanistic pathway has been proposed. Results have been rationalized through an addition of alkene to Os=N bond in a [2+2] cycloaddition manner.

Concentration dependence of the sharpless asymmetric amidohydroxylation of isopropyl cinnamate

(Equation presented) A need to prepare large quantities of phenylisoserine for the semisynthesis of paclitaxel prompted us to examine the Sharpless amidohydroxylation reaction to see if it could be run at concentrations greater than those reported in the literature. During these investigations, we discovered that the amount of amidoalcohol produced in the reaction decreased while the diol side product increased as the concentration increased. We discovered that acetamide suppresses this side reaction and allows us to run the chemistry at 0.1 g/mL rather than the 0.014 g/mL reported in the literature.