51233-80-8

Basic information

• Product Name: 2,6-DIMETHYLPHENYLPROPIONATE
• Synonyms: 2,6-DIMETHYLPHENYLPROPIONATE;3-(2,6-DIMETHYLPHENYL)PROPIONIC ACID;2,6-Xylyl Propionate
• CAS NO: 51233-80-8
• Molecular Formula: C₁₁H₁₄O₂
• Molecular Weight: 178.23
• Product Categories: Aromatics Compounds;Aromatics;Intermediates
• Mol File: 51233-80-8.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 78-80°C under H.V.
• Appearance: /
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• CAS DataBase Reference: 2,6-DIMETHYLPHENYLPROPIONATE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-DIMETHYLPHENYLPROPIONATE(51233-80-8)
• EPA Substance Registry System: 2,6-DIMETHYLPHENYLPROPIONATE(51233-80-8)

Safety Data

• Hazardous Substances Data: 51233-80-8(Hazardous Substances Data)

Usage

Chemical Properties

Colourless Oil

Uses

2,6-Dimethylphenylpropionate is used as an intermediate in the Saliniketal A, B formal synthesis desymmetrization.

Upstream product

• 79-03-8 propionyl chloride 
• 24560-29-0 lithium 2,6-dimethylphenolate dimer 
• 576-26-1 2.6-dimethylphenol 

Downstream Products

• 102285-96-1 (4S,5S,6S)-6-(benzyloxy)-5-hydroxy-2,4-dimethylheptan-3-one 
• 102341-08-2 (4S,5R,6S)-6-(bnezyloxy)-5-hydroxy-2,4-dimethylheptan-3-one 
• 102340-99-8 (4R,5S,6S)-6-(benzyloxy)-5-hydroxy-2,4-dimethylheptan-3-one 
• 102341-06-0 (4R,5R,6S)-6-(bnezyloxy)-5-hydroxy-2,4-dimethylheptan-3-one 
• 135681-55-9 2',6'-dimethylphenyl (2R,3R,4R,5R,6S)-3-hydroxy-5,7-isopropylidenedioxy-2,4,6-trimethylheptanonate 
• 133030-44-1 (2RS,3SR)-2,6-dimethylphenyl 3-hydroxy-2-methyl-3-<1-(phenylthio)cyclopentyl>propionate 
• 105365-08-0 2',6'-dimethylphenyl (2S,3S,4S,5S,6R)-3-hydroxy-5,7-isopropylidenedioxy-2,4,6-trimethylheptanoate 
• 112449-95-3 (2RS,3RS,4RS)-2,6-Dimethylphenyl 2,4-dimethyl-3-hydroxy-4-phenylsulfanylhexanoate 
• 112449-95-3 (2R,3S,4S)-3-Hydroxy-2,4-dimethyl-4-phenylsulfanyl-hexanoic acid 2,6-dimethyl-phenyl ester 
• 135006-25-6 (4R)-2,6-dimethylphenyl 2,4-dimethyl-3-hydroxyoct-7-enoate 
• 135006-24-5 (4R)-2,6-dimethylphenyl 6-carbomethoxy-2,4-dimethyl-3-hydroxyhexanoate 
• 121133-08-2 (2S,3R)-3-Hydroxy-2-methyl-3-(3-phenylsulfanyl-1-aza-bicyclo[2.2.2]oct-3-yl)-propionic acid 2,6-dimethyl-phenyl ester 
• 121133-08-2 (2RS,3SR,3'RS)-2,6-Dimethylphenyl 3-Hydroxy-2-methyl-3-(3'-phenylthio-1'-azabicyclo<2.2.2>octan-3'-yl)propionate 
• 121133-08-2 (2RS,3SR,3'SR)-2,6-Dimethylphenyl 3-Hydroxy-2-methyl-3-(3'-phenylthio-1'-azabicyclo<2.2.2>octan-3'-yl)propionate 

Relevant articles and documents

5-phenylpyrrolo-1,4-benzoxazine and 5-phenylpyrrolo-1,4-benzothiazine compounds, process and intermediates for their production and pharmaceutical compositions containing them

Pharmacologically active compounds of formula I STR1 which can be substituted in the phenyl rings and in which R1 denotes hydrogen or lower alkyl, R2 denotes hydrogen or lower alkyl, Y denotes oxygen or sulfur n represents an integer from 1 to 3 Z represents a bond, a CO group or a CH= group, Q denotes nitrogen or the CH group and R7, if Q denotes nitrogen, represents an optionally substituted pyridyl or phenyl radical or, if Q denotes the CH group, represents the N-methyl-N-(4-oxo-3H-pyrimidin-2-yl)amino group, and their acid addition salts and processes and intermediates for their preparation.

ACYCLIC STEREOSELECTION-13; ARYL ESTERS: REAGENTS FOR THREO-ALDOLIZATION

Preformed Li enolates of hindered aryl esters condense with aldehydes to give predominantly threo aldols.The method has been explored with esters 3 (DMP propionate), 4 (BHT propionate), 5 (DBHA propionate).DMP propionate reacts with benzaldehyde and α-unbranched aliphatic aldehydes to give threo:erythro ratios of about 6.5:1.However, with α-branched aliphatic aldehydes, ester 3 gives only threo-aldols.BHT propionate and DBHA propionate give only threo-aldols with all aldehydes studied.The DMP aldols may be converted into β-hydroxy acids by simple hydrolysis with KOH in aqueous methanol.BHT aldols cannot be hydrolyzed without retroaldolization.However, these aldols can be reduced to diastereomerically pure 1,3-diols.The DBHA aldols can converted into β-hydroxy acids by a method involving oxidation with ceric ammonium nitrate (CAN) in aqueous acetonitrile.Threo-selectivity is also seen in the condensations of DMP butyrate (15), DBHA butyrate (16), DMP pentenoate (17), and BHT pentenoate (18).The approach has been utilized in a stereoselective synthesis of racemic methyl corynomycolate.