155550-73-5

Basic information

• Product Name: 2-({[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy}carbonyl)benzoic acid
• CAS NO: 155550-73-5
• Molecular Formula: C₁₄H₁₆O₆
• Molecular Weight: 280.2732
• Mol File: 155550-73-5.mol

Chemical Properties

• Boiling Point: 427.239°C at 760 mmHg
• Flash Point: 159.031°C
• Density: 1.245g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.528
• CAS DataBase Reference: 2-({[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy}carbonyl)benzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-({[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy}carbonyl)benzoic acid(155550-73-5)
• EPA Substance Registry System: 2-({[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy}carbonyl)benzoic acid(155550-73-5)

Safety Data

• Hazardous Substances Data: 155550-73-5(Hazardous Substances Data)

Upstream product

• 85-44-9 phthalic anhydride 
• 100-79-8 (R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol 
• 40630-71-5 isopropylidene glycerol 2-carboxybenzoate 
• 877-24-7 potassium hydrogen phthalate 
• 57044-24-3 (R)-4-chloromethyl-2,2-dimethyl-1,3-dioxolane 
• 14347-78-5 1,2-O-isopropylidene-D-glycerol 

Downstream Products

• 155550-71-3 (S)-isopropylidene glycerol 2-carboxybenzoate 

Relevant articles and documents

Synthetic method of resolving agent hydrogen isopropylidene glycerol phthalate

The invention relates to a resolving agent hydrogen isopropylidene glycerol phthalate. In the method, (S)-(-)-4-chloromethyl-2,2-dimethyl-1,3-dioxolane or (R)-(+)-4-chloromethyl-2,2-dimethyl-1,3-dioxolane is employed as a raw material and is reacted with hydrogen potassium phthalate to generate S/R-hydrogen isopropylidene glycerol phthalate. Compared with the prior art, the resolving agent is prepared directly from a commercial chiral raw material to directly synthesize the resolving agent hydrogen isopropylidene glycerol phthalate in a one-step manner. The raw materials are easy to obtain and are low in cost.

Peptide-catalyzed stereoselective conjugate addition reactions generating all-carbon quaternary stereogenic Centers

A powerful catalyst: Quaternary stereogenic centers adjacent to tertiary stereocenters were formed with high diastereoselectivities and enantioselectivities in conjugate addition reactions between aldehydes and β,β-disubstituted nitroolefins by using a peptidic catalyst (see scheme). γ-Amino acids and heterocyclic compounds bearing quaternary stereogenic centers are easily accessible from the products. Copyright

Isopropylidene glycerol hydrogen phthalate: A new resolving agent application to the resolution of 1-arylethylamines

Hydrogen phthalates of (R)- and (S)-isopropylidene glycerol, obtainable from racemic isopropylidene glycerol by reaction with phthalic anhydride and successive resolution with (S)- and (R)-1-phenylethylamine or, alternatively, from (R)- and (S)-isopropylidene glycerol, were regarded as potential new resolving agents A range of important 1-arylethylamines was selected to test their resolving capability. In particular, trial resolutions were carried out using equivalent amounts of racemic amine and hydrogen phthalate of (R)-isopropylidene glycerol The salts of the S isomers selectively crystallized from methanol or 2-propanol allowing to recover the (S)-1-arylethylamines in high chemical and optical yields. Copyright

Synthesis of (R)- and (S)-isopropylidene glycerol

The preparation of (R)- and (S)-isopropylidene glycerol 1 of high enantiomeric excess (> 98%) was accomplished through salt formation between their hydrogen phthalates with (S)- and (R)-1-methylbenzylamine [MBA] respectively, selective crystallization of these salts and subsequent regeneration of optically active compounds 1 by saponification. The progress of resolution was followed by HPLC analysis on Chiralcel OJ, after converting the hydrogen phthalates into the corresponding mono methyl esters by diazomethane.