309758-14-3

Basic information

• Product Name: [(3S,4S,6S)-4-Benzyloxy-6-((2R,3R,4S,5R,6R)-4,5,6-tris-benzyloxy-3-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yl]-methyl-carbamic acid 2-trimethylsilanyl-ethyl ester
• Synonyms: [(3S,4S,6S)-4-Benzyloxy-6-((2R,3R,4S,5R,6R)-4,5,6-tris-benzyloxy-3-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yl]-methyl-carbamic acid 2-trimethylsilanyl-ethyl ester
• CAS NO: 309758-14-3
• Molecular Weight: 828.088
• Mol File: 309758-14-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: [(3S,4S,6S)-4-Benzyloxy-6-((2R,3R,4S,5R,6R)-4,5,6-tris-benzyloxy-3-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yl]-methyl-carbamic acid 2-trimethylsilanyl-ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: [(3S,4S,6S)-4-Benzyloxy-6-((2R,3R,4S,5R,6R)-4,5,6-tris-benzyloxy-3-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yl]-methyl-carbamic acid 2-trimethylsilanyl-ethyl ester(309758-14-3)
• EPA Substance Registry System: [(3S,4S,6S)-4-Benzyloxy-6-((2R,3R,4S,5R,6R)-4,5,6-tris-benzyloxy-3-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yl]-methyl-carbamic acid 2-trimethylsilanyl-ethyl ester(309758-14-3)

Safety Data

• Hazardous Substances Data: 309758-14-3(Hazardous Substances Data)

Upstream product

• 309758-25-6 6-O-p-methoxybenzyl-4-O-methyl-1,2,3-O-benzyl-β-D-glucopyranoside 
• 309758-09-6 tert-butyl (4R,1'R)-2,2-dimethyl-4-(1'-benzyloxy-3-butenyl)oxazolidine-3-carboxylate 
• 309758-10-9 tert-butyl (4R,1'R)-2,2-dimethyl-4-(1'-benzyloxy-3-aldehydo)oxazolidine-3-carboxylate 
• 309758-12-1 ((3S,4S)-4-Benzyloxy-6-fluoro-tetrahydro-pyran-3-yl)-carbamic acid tert-butyl ester 
• 220317-59-9 tert-butyl (R)-4-[(R)-1-hydroxybut-3-enyl]-2,2-dimethyloxazolidine-3-carboxylate 
• 95712-24-6 benzyl 6-O-(4-methoxybenzyl)-2,3-di-O-benzyl-β-D-glucopyranoside 
• 63629-66-3 4-O-methyl-1,2,3-O-benzyl-β-D-glucopyranoside 
• 100-39-0 benzyl bromide 
• 80149-80-0 2-(Trimethylsilyl)ethyl 4-nitrophenyl carbonate 
• 309758-13-2 benzyl-O-[3-O-benzyl-4-methylamino-2,4-dideoxy-β-L-xylopyranosyl]-(1->6)-2,3-di-O-benzyl-4-O-methyl-β-D-glucopyranoside 

Relevant articles and documents

Regiocontrolled Synthesis of the Antitumor Antibiotic AT2433-A1

The indolo[2,3-α]carbazole glycosides are potent antitumor antibiotics currently undergoing clinical trials for the treatment of numerous types of cancer. AT2433-A1 is the most complex member of this family of compounds possessing a unique disaccharide with a sensitive aminodeoxysugar and an unsymmetric aglycon. The synthesis of this natural product requires a method for glycosylation that sets the stereochemistry of the anomeric center and the regiochemistry of the aglycon. These goals were accomplished by carrying out the Mannich cyclization of a bis-3,4-(3-indolyl)succinimide to give a key class of indoline intermediates that could be glycosylated stereoselectively with complex carbohydrates without hydroxyl protection or activation. The regiochemistry of the Mannich cyclization was precisely controlled by choosing between kinetic or thermodynamic conditions. This strategy culminated in the first synthesis of the antitumor antibiotic AT2433-A1.