110919-04-5

Basic information

• Product Name: (3R,4R,5S,6R)-4-benzyloxycarbonylamino-3,4,5,6-tetrahydro-5-methoxycarbonyl-3,6-dimethyl-2H-pyran-2-one
• Synonyms: (3R,4R,5S,6R)-4-benzyloxycarbonylamino-3,4,5,6-tetrahydro-5-methoxycarbonyl-3,6-dimethyl-2H-pyran-2-one
• CAS NO: 110919-04-5
• Molecular Weight: 335.357
• Mol File: 110919-04-5.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: (3R,4R,5S,6R)-4-benzyloxycarbonylamino-3,4,5,6-tetrahydro-5-methoxycarbonyl-3,6-dimethyl-2H-pyran-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (3R,4R,5S,6R)-4-benzyloxycarbonylamino-3,4,5,6-tetrahydro-5-methoxycarbonyl-3,6-dimethyl-2H-pyran-2-one(110919-04-5)
• EPA Substance Registry System: (3R,4R,5S,6R)-4-benzyloxycarbonylamino-3,4,5,6-tetrahydro-5-methoxycarbonyl-3,6-dimethyl-2H-pyran-2-one(110919-04-5)

Safety Data

• Hazardous Substances Data: 110919-04-5(Hazardous Substances Data)

Upstream product

• 139306-66-4 dimethyl (2RS,3R,4R)-2-acetyl-3-benzyloxycarbonylamino-4-methylpentanedioate 
• 79698-71-8 tert-butyl 2,4,6-tri-O-acetyl-3-deoxy-α-D-erythro-hex-2-enopyranoside 
• 1186130-55-1 dimethyl (3R,4R)-2-acetyl-3-(benzyloxycarbonylamino)-4-methylpentanedioate 
• 114094-36-9 tert-butyl 6-O-(tert-butyldimethylsilyl)-3,4-dideoxy-4-C-(hydroxymethyl)-α-D-erythro-hexopyranosid-2-ulose 
• 119794-63-7 C₄₂H₆₈N₂O₁₀Si₂ 
• 114059-50-6 tert-butyl 6-O-(tert-butyldimethylsilyl)-3-(N,N'-dicarbobenzyloxyhydrazino)-3,4-dideoxy-4-C-<(trimethylacetoxy)methyl>-α-D-arabino-hexopyranosid-2-ulose 
• 114094-38-1 tert-butyl 6-O-(tert-butyldimethylsilyl)-3-(N,N'-dicarbobenzyloxyhydrazino)-2,3,4-trideoxy-4-C-<(trimethylacetoxy)methyl>-2-C-methylene-α-D-arabino-hexopyranoside 
• 119794-79-5 (2S,3S,4R,5R,6R)-4-Benzyloxycarbonylamino-6-tert-butoxy-2-hydroxymethyl-5-methyl-tetrahydro-pyran-3-carboxylic acid methyl ester 
• 114059-54-0 tert-butyl 3-(carbobenzyloxyamino)-4-C-carbomethoxy-2,3,4,6-tetradeoxy-2-C-methyl-α-D-glucopyranoside 
• 114094-16-5 tert-butyl 6-O-(tert-butyldimethylsilyl)-3,4-dideoxy-4-C-<(trimethylacetoxy)methyl>-α-D-erythro-hexopyranosid-2-ulose 
• 119794-72-8 2,2-Dimethyl-propionic acid (2S,3R,4S,6R)-4-amino-6-tert-butoxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-5-methyl-tetrahydro-pyran-3-ylmethyl ester 
• 119794-57-9 tert-butyl 6-O-(tert-butyldimethylsilyl)-3,4-dideoxy-α-D-glycero-hex-3-enopyranosid-2-ulose 
• 139306-64-2 dimethyl (2S,3R,4R)-3-benzyloxycarbonylamino-2-isopropenyl-4-methylpentanedioate 
• 111003-59-9 (8R,9S,10S,11R)-10-Benzyloxycarbonylamino-8,11-dimethyl-7-oxa-1,5-dithia-spiro[5.5]undecane-9-carboxylic acid methyl ester 

Downstream Products

• 776257-21-7 (2SR,3SR,4RS,5RS)-tetrahydro2,5-dimethyl-6-oxo-4-amino-2H-pyrane-3-carboxylic acid 

Relevant articles and documents

Organocatalytic enantioselective synthesis of nitrogen-substituted dihydropyran-2-ones, a key synthetic intermediate of 1β-methylcarbapenems

Organocatalytic enantioselective cycloadditions providing nitrogen-substituted dihydropyran-2-ones were developed in two catalytic systems. The (3R,4R)-product was a versatile intermediate in the synthesis of 1β-methylcarbapenem antibiotics.

Formal total synthesis of 1β-methylcarbapenem via a novel route to deoxyamino sugars

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A VERSATILE SYNTHESIS OF CARBAPENEMS FROM SUBSTITUTED DIHYDROPYRANS

Dihydropyrans (1) are converted by hydrolysis and reduction to δ-lactones (3), and then to azetidinones (5) which are key intermediates for the synthesis of carbapenems.