182550-30-7

Basic information

• Product Name: 5-azido-2,3,4-tri-O-benzyl-5-deoxy-D-arabinitol
• Synonyms: 5-azido-2,3,4-tri-O-benzyl-5-deoxy-D-arabinitol
• CAS NO: 182550-30-7
• Molecular Weight: 447.534
• Mol File: 182550-30-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 5-azido-2,3,4-tri-O-benzyl-5-deoxy-D-arabinitol(CAS DataBase Reference)
• NIST Chemistry Reference: 5-azido-2,3,4-tri-O-benzyl-5-deoxy-D-arabinitol(182550-30-7)
• EPA Substance Registry System: 5-azido-2,3,4-tri-O-benzyl-5-deoxy-D-arabinitol(182550-30-7)

Safety Data

• Hazardous Substances Data: 182550-30-7(Hazardous Substances Data)

Upstream product

• 263243-23-8 5-azido-5-deoxy-1-O-triphenylmethyl-D-arabinitol 
• 263243-20-5 1,2,3-tri-O-acetyl-5-O-methylsulfonyl-D-arabinofuranose 
• 263243-21-6 5-azido-5-deoxy-D-arabinitol 
• 177567-99-6 1,2,3-tri-O-acetyl-5-azido-5-deoxy-D-arabinofuranose 
• 55287-20-2 1,2,3-tri-O-acetyl-5-hydroxy-D-arabinofuranose 

Downstream Products

• 182550-31-8 (2S,3R,4R)-5-Azido-2,3,4-tris-benzyloxy-pentanoic acid methyl ester 
• 161418-71-9 2,3,4-tri-O-benzyl-5-tert-butyloxycarbonylamino-5-deoxy-D-arabinitol 
• 161512-13-6 2,3,4-tri-O-benzyl-5-benzyloxycarbonylamino-5-deoxy-D-arabinitol 
• 161418-75-3 neopentyl 2,3,4-tri-O-benzyl-5-benzyloxycarbonylamino-5-deoxy-β-D-arabinopyranoside 
• 263243-28-3 2,3,4-tri-O-benzyl-5-tert-butyloxycarbonylamino-5-deoxy-β-D-arabinose 
• 263243-26-1 2,3,4-tri-O-benzyl-5-benzyloxycarbonylamino-5-deoxy-β-D-arabinose 
• 182550-37-4 [(2R,3R,4S)-2,3,4-Tris-benzyloxy-4-((2S,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-ylthiocarbamoyl)-butyl]-carbamic acid tert-butyl ester 
• 182550-36-3 [(2R,3R,4S)-2,3,4-Tris-benzyloxy-4-((2S,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-ylcarbamoyl)-butyl]-carbamic acid tert-butyl ester 
• 182550-35-2 (2S,3R,4R)-2,3,4-Tris-benzyloxy-5-tert-butoxycarbonylamino-pentanoic acid 
• 182550-33-0 (3S,4R,5R)-3,4,5-Tris-benzyloxy-piperidine-2-thione 
• 182550-32-9 (3S,4R,5R)-3,4,5-tri(benzyloxy)piperidin-2-one 

Relevant articles and documents

Synthesis of ethyl 2-acetamido-6-S-(5-amino-5-deoxy-β-D- arabinopyranosyl)-2-deoxy-1,6-dithio-β-D-glucopyranoside: A sulfur-linked 5- amino-5-deoxyglycopyranosyl disaccharide

A novel pseudo-disaccharide having an imino sugar residue at the non- reducing end, namely, a sulfur-linked 5-amino-5-deoxyglycopyranosyl disaccharide, which is a potential specific inhibitor for glycosidases that recognize not only the glycosidic linkage but also the aglycone moiety, was synthesized. Glycosidation of N-Boc-5-amino-5-deoxy-D-arabinose with ethyl 2- acetamido-3,4-di-O-acetyl-2-deoxy-1,6-dithio-β-D-glucopyranoside in the presence of TsOH gave exclusively the corresponding 1,2-cis-linked thioglycoside. The interglycosidic linkage proved stable enough under conditions for the deprotection of the N-Boc group with TFA. This pseudodisaccharide was unstable at pH > 5, but stable at lower pH. The sulfur-linked 5-amino-5-deoxyglycopyranosyl disaccharide was shown to be formed from 5-amino-5-deoxy-D-arabinose and ethyl 2-acetamido-2-deoxy-1,6- dithio-β-D-glucopyranoside in an acidic buffer solution. (C) 2000 Elsevier Science Ltd.