136489-92-4

Basic information

• Product Name: methyl 1,2,3,4-tetra-O-acetyl-6-[(tert-butoxycarbonyl)amino]-6-deoxy-D-glycero-beta-D-allo-heptopyranuronate
• CAS NO: 136489-92-4
• Molecular Formula: C₂₁H₃₁NO₁₃
• Molecular Weight: 505.4697
• Mol File: 136489-92-4.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 555.4°C at 760 mmHg
• Flash Point: 289.7°C
• Density: 1.29g/cm³
• Vapor Pressure: 2.24E-12mmHg at 25°C
• Refractive Index: 1.494
• CAS DataBase Reference: methyl 1,2,3,4-tetra-O-acetyl-6-[(tert-butoxycarbonyl)amino]-6-deoxy-D-glycero-beta-D-allo-heptopyranuronate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 1,2,3,4-tetra-O-acetyl-6-[(tert-butoxycarbonyl)amino]-6-deoxy-D-glycero-beta-D-allo-heptopyranuronate(136489-92-4)
• EPA Substance Registry System: methyl 1,2,3,4-tetra-O-acetyl-6-[(tert-butoxycarbonyl)amino]-6-deoxy-D-glycero-beta-D-allo-heptopyranuronate(136489-92-4)

Safety Data

• Hazardous Substances Data: 136489-92-4(Hazardous Substances Data)

Upstream product

• 136597-89-2 (R)-2,2-Dimethyl-4-((2R,3R,4R,5R,6S)-3,4,5,6-tetraacetoxy-tetrahydro-pyran-2-yl)-oxazolidine-3-carboxylic acid tert-butyl ester 
• 135086-53-2 Acetic acid (2R,3R,4R,5R,6S)-4,5,6-triacetoxy-2-((R)-1-tert-butoxycarbonylamino-2-hydroxy-ethyl)-tetrahydro-pyran-3-yl ester 
• 135086-50-9 (R)-2,2-Dimethyl-4-[(R)-((2R,3R,4R)-5-oxo-3,4-bis-trimethylsilanyloxy-tetrahydro-furan-2-yl)-trimethylsilanyloxy-methyl]-oxazolidine-3-carboxylic acid tert-butyl ester 
• 135086-47-4 (R)-4-[(R)-((2R,3R,4R)-5-Hydroxy-3,4-bis-trimethylsilanyloxy-tetrahydro-furan-2-yl)-trimethylsilanyloxy-methyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 135086-49-6 (R)-4-[(R)-((2S,3S,4R)-3,4-Dihydroxy-5-oxo-tetrahydro-furan-2-yl)-trimethylsilanyloxy-methyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 135086-48-5 (R)-2,2-Dimethyl-4-[(R)-((S)-5-oxo-2,5-dihydro-furan-2-yl)-trimethylsilanyloxy-methyl]-oxazolidine-3-carboxylic acid tert-butyl ester 
• 135086-51-0 (R)-2,2-Dimethyl-4-((2R,3S,4R,5R)-3,4,5,6-tetrahydroxy-tetrahydro-pyran-2-yl)-oxazolidine-3-carboxylic acid tert-butyl ester 
• 127997-05-1 6,7-N,O-Isopropylidene-6-<(tert-butoxycarbonyl)amino>-2,3,6-trideoxy-D-arabino-hept-2-enono-1,4-lactone 
• 127997-06-2 6,7-N,O-Isopropylidene-6-<(tert-butoxycarbonyl)amino>-2,3,6-trideoxy-D-ribo-hept-2-enono-1,4-lactone 
• 95715-87-0 (R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine 
• 186581-53-3 diazomethane 
• 135086-54-3 (S)-tert-Butoxycarbonylamino-((2R,3R,4R,5R,6S)-3,4,5,6-tetraacetoxy-tetrahydro-pyran-2-yl)-acetic acid 

Relevant articles and documents

Total Synthesis of 6-Deoxy-6-aminoheptopyranuronic Acid Derivatives

Two enantio couples of terminal C-glycoyranosyl α-amino acids, namely the aminopyranuronic acid, L-9, D-9 and L-10, D-10, hve been synthesized from serine-derived pair L-2, D-2 by exploiting enantiomerically pure butenolide intermediates 3 and 4.The key synthetic steps involved the sequential antiselective cis dihydroxylation of the butenolide double bond and the clean furaose-to-pyranose ring expansion to construct the sugar skeleton with the proper stereochemistry.In our best performance, homogeneous L-9 was prepared from L-2 in four steps and 10 reactions in 20percent overall yield.