99049-65-7

Usage

Chemical class

Silyl azide derivative

Functional groups

Silicon atom bonded to three alkyl or aryl groups, nitrogen atom connected to two azido groups

Use as a protecting group

For alcohols and amines in organic chemistry, allowing selective reactions without interference from other functional groups

Potential applications

Synthesis of nucleoside analogs and other biologically active molecules

Versatile reactivity

Ability to stabilize reactive intermediates

Importance

An important tool for researchers in the fields of organic and medicinal chemistry.

InChI:InChI=1/C18H31N3O8Si/c1-10(22)25-9-13-15(26-11(2)23)16(27-12(3)24)14(20-21-19)17(28-13)29-30(7,8)18(4,5)6/h13-17H,9H2,1-8H3/t13-,14-,15-,16-,17+/m1/s1

Upstream product

• 18162-48-6 tert-butyldimethylsilyl chloride 
• 2873-29-2 D-glucal triacetate 
• 288-32-4 1H-imidazole 
• 171032-74-9 1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-D-glucopyranose 
• 668481-16-1 Acetic acid (2R,3S,4R)-4-acetoxy-2-acetoxymethyl-5-azido-6-nitrooxy-tetrahydro-pyran-3-yl ester 

Downstream Products

• 914465-72-8 2-azido-4,6-O-benzylidene-2-deoxy-D-glucitol 
• 868054-99-3 2-azido-1,3,5-tri-O-benzyl-4,6-O-benzylidene-2-deoxy-D-glucitol 
• 868055-01-0 2-azido-1,3,5,6-tetra-O-benzyl-2-deoxy-D-glucitol 
• 868055-17-8 2-azido-1,3,5,6-tetra-O-benzyl-2-deoxy-4-O-(2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-D-glucitol 
• 868055-18-9 2-azido-1,3,5,6-tetra-O-benzyl-2-deoxy-4-O-(2-azido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-D-glucitol 
• 868055-22-5 2-azido-1,3,5,6-tetra-O-benzyl-2-deoxy-4-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl)-D-glucitol 
• 868055-21-4 2-azido-1,3,5,6-tetra-O-benzyl-2-deoxy-4-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-D-glucitol 
• 138923-10-1 2-azido-4,6-O-benzylidene-2-deoxyl-1-O-tert-butyldimethylsilyl-β-D-glucopyranoside 
• 120312-09-6 tert-Butyldimethylsilyl-2-azido-3,6-di-O-benzyl-2-desoxy-β-D-glucopyranosid 
• 120312-08-5 2-azido-3-O-benzyl-1-O-(tert-butyldimethylsilyl)-2-deoxy-β-D-glucopyranose 
• 138889-14-2 2-azido-3-O-benzyl-4,6-O-benzylidene-1-O-(tert-butyldimethylsilyl)-2-deoxy-β-D-glucopyranose 
• 154920-34-0 tert-butyldimethylsilyl 2-azido-3,6-di-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-β-D-glucopyranoside 
• 154920-28-2 2-azido-3,6-di-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-α/β-D-glucopyranosyl trichloroacetimidate 
• 135415-92-8 O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α,β-D-glucopyranosyl) trichloroacetimidate 

Relevant academic research and scientific papers

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D-Glucal was transformed into the O-benzyl-protected O-(2-azido-2-deoxy-α-D-glucopyranosyl)trichloroacetimidate 5 suitable as glucosyl donor.Compound 5 yielded with 3-O-unprotected 2-azido-2-deoxy-D-glucose derivative 12 as acceptor, also obtained from D-