122822-17-7

Basic information

• Product Name: (2S,3R,4R,5S)-5-O-benzyl-4-methyl-2-O-(tert-butyldimethylsilyl)-1,2,3,5-hexanetetrol
• CAS NO: 122822-17-7
• Molecular Weight: 368.589
• Mol File: 122822-17-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (2S,3R,4R,5S)-5-O-benzyl-4-methyl-2-O-(tert-butyldimethylsilyl)-1,2,3,5-hexanetetrol(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3R,4R,5S)-5-O-benzyl-4-methyl-2-O-(tert-butyldimethylsilyl)-1,2,3,5-hexanetetrol(122822-17-7)
• EPA Substance Registry System: (2S,3R,4R,5S)-5-O-benzyl-4-methyl-2-O-(tert-butyldimethylsilyl)-1,2,3,5-hexanetetrol(122822-17-7)

Safety Data

• Hazardous Substances Data: 122822-17-7(Hazardous Substances Data)

Upstream product

• 75-24-1 trimethylaluminum 
• 115983-66-9 benzyl 2-deoxy-2-C-methyl-4-O-(tert-butyldimethylsilyl)-α-D-arabinopyranoside 
• 115983-63-6 benzyl 2-deoxy-2-C-methyl-4-O-(tert-butyldimethylsilyl)-β-L-arabinopyranoside 
• 115983-56-7 benzyl 2,3-anhydro-4-O-(tert-butyldimethylsilyl)-β-L-ribopyranoside 
• 2747-38-8 methyltrichlorotitanium 

Downstream Products

• 122822-18-8 Acetic acid (1R,2S)-1-[(S)-2-acetoxy-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-3-benzyloxy-2-methyl-butyl ester 
• 122822-27-9 Acetic acid (2S,3R,4R)-5-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-4-methyl-hexyl ester 
• 122822-18-8 Acetic acid (1S,2R)-1-[(R)-2-acetoxy-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-3-benzyloxy-2-methyl-butyl ester 

Relevant articles and documents

Endocyclic cleavage of glycosides. VI. Substituent effects of the alkylative endocyclic cleavage of glycosides

A number of pentopyranoside derivatives were treated with Me3Al in order to investigate the influence of structural parameters on the methyl group transfer in the endocyclic alkylative cleavage reaction of these substrates. A cyclic CH ··· O hydrogen bonded model is suggested as an intermediate, which is used to explain the stereoselectivities for different substrates. In several, cases the diastereoselectivities were better than 9:1.

Organoaluminium induced ring-opening of epoxypyranosides. IV. Synthesis and structure of γ-hydroxy-Isoleucine stereoisomers and their corresponding lactones

Two γ-hydroxy-isoleucine stereoisomers 8 (2R, 3R, 4R), and 14 (2S, 3R, 4R) as well as their corresponding γ- lactones 9 and 15 were synthesized using a tandem. Me3Al induced opening of the epoxide and pyranoside rings of benzyl 2,3-anhydro-4-O-(tert-butyldimethylsilyl)-β-L-ribopyranoside (1). The structure of the lactone hydrochloride 9 was confirmed by an X-ray crystal structure determination.