120586-28-9

Basic information

• Product Name: (1S,2R,3S,4S)-5,6-Bis-benzyloxy-3-(pyridin-2-ylsulfanyl)-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester
• Synonyms: (1S,2R,3S,4S)-5,6-Bis-benzyloxy-3-(pyridin-2-ylsulfanyl)-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester
• CAS NO: 120586-28-9
• Molecular Weight: 599.791
• Mol File: 120586-28-9.mol

Chemical Properties

• CAS DataBase Reference: (1S,2R,3S,4S)-5,6-Bis-benzyloxy-3-(pyridin-2-ylsulfanyl)-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2R,3S,4S)-5,6-Bis-benzyloxy-3-(pyridin-2-ylsulfanyl)-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester(120586-28-9)
• EPA Substance Registry System: (1S,2R,3S,4S)-5,6-Bis-benzyloxy-3-(pyridin-2-ylsulfanyl)-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester(120586-28-9)

Safety Data

• Hazardous Substances Data: 120586-28-9(Hazardous Substances Data)

Upstream product

• 105802-70-8 menthyl (S)s-3-(2-pyridylsulfinyl)propenoate 
• 53996-40-0 3,4-bis(benzoloxy)furan 
• 120586-27-8 (1S,2R,3S,4S)-5,6-Bis-benzyloxy-3-(pyridine-2-sulfinyl)-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester 
• 105802-70-8 (Z)-3-<(S)_S-2-pyridylsulphinyl>acrylate 
• 120586-27-8 (1R,2R,3S,4R)-5,6-Bis-benzyloxy-3-((S)-pyridine-2-sulfinyl)-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid 2-isopropyl-5-methyl-cyclohexyl ester 
• 120586-27-8 menthyl (1S,2R,3S,4S)-5,6-dibenzyloxy-3-<(S)_S-2-pyridylsulphinyl>-7-oxabicyclo<2.2.1>hept-5-ene-2-carboxylate (endo) 

Downstream Products

• 120586-32-5 (3R,4S,5R)-methyl 3,4-dibenzyloxy-5-hydroxycyclohex-1-ene-1-carboxylate 
• 120586-31-4 (1S,2R,4R,5S,6R)-methyl 5,6-dibenzyloxy-7-oxabicyclo<2.2.1>heptane-2-carboxylate 
• 120586-30-3 <(1S,2S,4R,5S,6R)-5,6-dibenzyloxy-7-oxabicyclo<2.2.1>heptan-2-yl>methanol 
• 17515-18-3 (3R,4S,5R)-methyl 3,4,5-triacetoxy-1-cyclohexene-1-carboxylate (methyl (-)-shikimate triacetate) 
• 40983-58-2 methyl shikimate 
• 120586-29-0 <(1S,2S,3S,4S)-5,6-dibenzyloxy-3-(2-pyridylthio)-7-oxabicyclo<2.2.1>hept-5-en-2-yl>methanol 
• 108813-49-6 (1S,2S,3R,4S,5R)-2,3,4,5-tetraacetoxy-1-(acetoxymethyl)cyclohexane, pseudo-α-L-mannopyranose pentaacetate 
• 132302-73-9 (1S,2S,3R,4R,5R)-2-acetoxy-1-(acetoxymethyl)-3,4-dibenzyloxy-5-(t-butyldiphenylsiloxy)cyclohexane 
• 132302-71-7 (3R,4R,5R)-methyl 3,4-dibenzyloxy-5-(t-butyldiphenylsiloxy)cyclohex-1-ene-1-carboxylate 
• 132302-72-8 (3R,4R,5R)-3,4-dibenzyloxy-5-(t-butyldiphenylsiloxy)cyclohex-1-enylmethanol 
• 132302-75-1 4-acetoxy-5-(acetoxymethyl)-2,3-dibenzyloxycyclohexanol 

Relevant articles and documents

A New Synthetic Approach to Pseudo-sugars by Asymmetric Diels-Alder Reaction. Synthesis of Optically Pure Pseudo-β-D-mannopyranose, 1-Amino-1-deoxypseudo-α-D-mannopyranose and Pseudo-α-L-mannopyranose Derivatives

Synthesis of the optically pure title compounds has been achieved.The key features involved (i) construction of 7-endo-oxabicyclohept-5-ene-2-carboxylates 3 and 9a by the asymmetric Diels-Alder reaction of (S)s-3-(2-pyridylsulphinyl)acry

A NEW SYNTHETIC ROUTE TO METHYL (-)-SHIKIMATE BY ASYMMETRIC DIELS-ALDER REACTON OF (S)S-3-(2-PYRIDYLSULFINYL)ACRYLATE

A 7-oxabicycloheptene derivative (7a) that substituted effectively for the synthesis of (-)-shikimic acid was prepared by an asymmetric Diels-Alder reaction of (S)s-3-(2-pyridylsulfinyl)acrylate (2) with 3,4-dibenzyloxyfuran (4).The bicy