136597-85-8

Basic information

• Product Name: tert-butyl 2,2-dimethyl-4-({5-oxo-3,4-bis[(trimethylsilyl)oxy]tetrahydrofuran-2-yl}[(trimethylsilyl)oxy]methyl)-1,3-oxazolidine-3-carboxylate (non-preferred name)
• CAS NO: 136597-85-8
• Molecular Formula: C₂₄H₄₉NO₈Si₃
• Molecular Weight: 563.9043
• Mol File: 136597-85-8.mol

Chemical Properties

• Boiling Point: 544.7°C at 760 mmHg
• Flash Point: 283.2°C
• Density: 1.06g/cm³
• Vapor Pressure: 6.34E-12mmHg at 25°C
• Refractive Index: 1.476
• CAS DataBase Reference: tert-butyl 2,2-dimethyl-4-({5-oxo-3,4-bis[(trimethylsilyl)oxy]tetrahydrofuran-2-yl}[(trimethylsilyl)oxy]methyl)-1,3-oxazolidine-3-carboxylate (non-preferred name)(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl 2,2-dimethyl-4-({5-oxo-3,4-bis[(trimethylsilyl)oxy]tetrahydrofuran-2-yl}[(trimethylsilyl)oxy]methyl)-1,3-oxazolidine-3-carboxylate (non-preferred name)(136597-85-8)
• EPA Substance Registry System: tert-butyl 2,2-dimethyl-4-({5-oxo-3,4-bis[(trimethylsilyl)oxy]tetrahydrofuran-2-yl}[(trimethylsilyl)oxy]methyl)-1,3-oxazolidine-3-carboxylate (non-preferred name)(136597-85-8)

Safety Data

• Hazardous Substances Data: 136597-85-8(Hazardous Substances Data)

Upstream product

• 131613-93-9 6,7-N,O-Isopropylidene-6-<(tert-butoxycarbonyl)amino>-2,3,6-trideoxy-L-arabino-hept-2-enono-1,4-lactone 
• 131613-94-0 6,7-N,O-Isopropylidene-6-<(tert-butoxycarbonyl)amino>-2,3,6-trideoxy-L-ribo-hept-2-enono-1,4-lactone 
• 135086-48-5 (S)-2,2-Dimethyl-4-[(S)-((R)-5-oxo-2,5-dihydro-furan-2-yl)-trimethylsilanyloxy-methyl]-oxazolidine-3-carboxylic acid tert-butyl ester 
• 95715-87-0 (R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine 
• 127997-06-2 6,7-N,O-Isopropylidene-6-<(tert-butoxycarbonyl)amino>-2,3,6-trideoxy-D-ribo-hept-2-enono-1,4-lactone 
• 127997-05-1 6,7-N,O-Isopropylidene-6-<(tert-butoxycarbonyl)amino>-2,3,6-trideoxy-D-arabino-hept-2-enono-1,4-lactone 
• 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 
• 75-77-4 chloro-trimethyl-silane 
• 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 
• 135086-49-6 (S)-4-[(S)-((2R,3R,4S)-3,4-Dihydroxy-5-oxo-tetrahydro-furan-2-yl)-trimethylsilanyloxy-methyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 102308-32-7 (4S)-4-formyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 

Downstream Products

• 136598-84-0 (S)-2,2-Dimethyl-4-((2S,3S,4S,5S,6R)-3,4,5,6-tetraacetoxy-tetrahydro-pyran-2-yl)-oxazolidine-3-carboxylic acid tert-butyl ester 
• 136523-34-7 (R)-tert-Butoxycarbonylamino-((2S,3S,4S,5S,6R)-3,4,5,6-tetraacetoxy-tetrahydro-pyran-2-yl)-acetic acid methyl ester 
• 136489-92-4 (S)-tert-Butoxycarbonylamino-((2R,3R,4R,5R,6S)-3,4,5,6-tetraacetoxy-tetrahydro-pyran-2-yl)-acetic acid methyl ester 

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.