149070-69-9

Basic information

• Product Name: methyl (R)-(ethenyloxy)(phenyl)acetate
• Synonyms: methyl (R)-(ethenyloxy)(phenyl)acetate
• CAS NO: 149070-69-9
• Molecular Weight: 192.214
• Mol File: 149070-69-9.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: methyl (R)-(ethenyloxy)(phenyl)acetate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (R)-(ethenyloxy)(phenyl)acetate(149070-69-9)
• EPA Substance Registry System: methyl (R)-(ethenyloxy)(phenyl)acetate(149070-69-9)

Safety Data

• Hazardous Substances Data: 149070-69-9(Hazardous Substances Data)

Upstream product

• 20698-91-3 (R)-methyl mandelate 
• 207558-04-1 methyl 2-(1'-ethoxyethoxy)-2-phenyl acetate 
• 109-92-2 ethyl vinyl ether 
• 111-34-2 -butyl vinyl ether 

Downstream Products

• 207557-99-1 (4S,6S)-4-tert-Butoxy-6-((R)-methoxycarbonyl-phenyl-methoxy)-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester 
• 912344-32-2 methyl (S)-2-phenyl-2-({(2R,4R)-4-[(tetra-O-acetyl-α-D-glucopyranosyl)methyl]-6-(thiazol-2-yl)-3,4-dihydro-2H-pyran-2-yl}oxy)acetate 
• 912344-33-3 methyl (S)-2-phenyl-2-({(2R,4R)-4-[(tetra-O-benzyl-α-D-glucopyranosyl)methyl]-6-(thiazol-2-yl)-3,4-dihydro-2H-pyran-2-yl}oxy)acetate 
• 912344-38-8 methyl (R)-2-phenyl-2-({(2S,4S)-4-[(tetra-O-benzyl-α-D-glucopyranosyl)methyl]-6-(thiazol-2-yl)-3,4-dihydro-2H-pyran-2-yl}oxy)acetate 
• 207558-08-5 (R)-2-((2R,4R,6R)-4-tert-Butoxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-2-phenyl-ethanol 
• 207558-06-3 (2R,4R,6R)-4-tert-Butoxy-6-((R)-methoxycarbonyl-phenyl-methoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 207558-09-6 (2R,4R,6R)-2-Benzyloxymethyl-6-((R)-2-benzyloxy-1-phenyl-ethoxy)-4-tert-butoxy-tetrahydro-pyran 
• 1217514-20-9 methyl (R)-2-phenyl-2-((2S,4S)-4-((2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)methyl-6-(thiazol-2-yl)-3,4-dihydro-2H-pyran-2-yl)oxy)acetate 
• 1314380-04-5 methyl (R)-2-phenyl-2-{[(2S,4S)-4-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)methyl-6-(thiazol-2-yl)-3,4-dihydro-2H-pyran-2-yl]oxy}acetate 

Relevant articles and documents

An improved dienophile-induced access to enantiopure 2,4-dideoxysugar lactones via hetero Diels-Alder reaction: Synthesis of the (+)-lactone moiety of compactin

Polystereocontrolled access to 4-type heterocycloadducts was consistently improved by using a new 4-oxy-substituted 1-oxabutadiene, methyl (E)-tert-butoxymethylenepyruvate (1c). Obtained in both enantiomeric forms with high diastereomerical purity, these adducts led to diprotected 2,4- dideoxyglucose 10 and -gluconolactone 12 in both L and D series in high yields. Epimerization of (-)-12 via intramolecular Mitsunobu inversion gave a straightforward access to the lactone moiety (+)-16 of compactin.

Cycloaddition of Nitrile Oxides to Homochiral Vinyl Ethers

In the cycloaddition of a range of nitrile oxides with homochiral vinyl ethers the diastereoselectivity observed is dependent on the chiral auxiliary used.A brief comparison is made with the diastereoselectivity of the corresponding nitrosoalkene cycloaddition, and also to the nitrile oxide cycloaddition to chiral acrylic acid esters bearing the most successful auxiliaries from the vinyl ether study.