8-azido-3-O-benzoyl-5-bromo-5,6,7,8-tetradeoxy-1,2-O-isopropylidene-β-L-ido-octose

Base Information

Chemical Name:8-azido-3-O-benzoyl-5-bromo-5,6,7,8-tetradeoxy-1,2-O-isopropylidene-β-L-ido-octose
CAS No.:115465-59-3
Molecular Formula:C₁₈H₂₂BrN₃O₅
Molecular Weight:440.294
Hs Code.:

Synonyms:8-azido-3-O-benzoyl-5-bromo-5,6,7,8-tetradeoxy-1,2-O-isopropylidene-β-L-ido-octose

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Chemical Property of 8-azido-3-O-benzoyl-5-bromo-5,6,7,8-tetradeoxy-1,2-O-isopropylidene-β-L-ido-octose

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Technology Process of 8-azido-3-O-benzoyl-5-bromo-5,6,7,8-tetradeoxy-1,2-O-isopropylidene-β-L-ido-octose

There total 6 articles about 8-azido-3-O-benzoyl-5-bromo-5,6,7,8-tetradeoxy-1,2-O-isopropylidene-β-L-ido-octose which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 64.0%

: 8-azido-3,5-O-benzylidene-6,7,8-trideoxy-1,2-O-isopropylidene-α-D-gluco-octose

: 115465-59-3
8-azido-3-O-benzoyl-5-bromo-5,6,7,8-tetradeoxy-1,2-O-isopropylidene-β-L-ido-octose

Guidance literature:: With N-Bromosuccinimide; Perbenzoic acid; barium carbonate; In tetrachloromethane; for 2h; Ambient temperature;
DOI:10.1016/S0040-4020(01)89804-5

Reference yield:

: 115438-63-6
(E)-3-((3aR,3bS,7R,7aR,8aR)-2,2-Dimethyl-5-phenyl-tetrahydro-[1,3]dioxolo[4,5]furo[3,2-d][1,3]dioxin-7-yl)-acrylic acid ethyl ester

: 115465-59-3
8-azido-3-O-benzoyl-5-bromo-5,6,7,8-tetradeoxy-1,2-O-isopropylidene-β-L-ido-octose

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / hydrogen / 10percent palladium on charcoal / ethanol / 1.5 h

2: 93 percent / lithium aluminium hydride / diethyl ether / 1 h / Ambient temperature

3: 92 percent / triethylamine / CH₂Cl₂ / 0.75 h

4: 96 percent / sodium azide / dimethylformamide / 1 h / 90 °C

5: 64 percent / N-bromosuccinimide, barium carbonate, benzoyl peroxide / CCl₄ / 2 h / Ambient temperature

With N-Bromosuccinimide; lithium aluminium tetrahydride; sodium azide; Perbenzoic acid; hydrogen; triethylamine; barium carbonate; palladium on activated charcoal; In tetrachloromethane; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)89804-5

Reference yield:

: 22164-09-6,34049-09-7,74708-51-3,93301-73-6,108865-15-2
3,5-O-benzylidene-1,2-O-isopropylidene-α-<*>-glucofuranose

: 115465-59-3
8-azido-3-O-benzoyl-5-bromo-5,6,7,8-tetradeoxy-1,2-O-isopropylidene-β-L-ido-octose

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) pyridinium chlorochromate, molecular sieve / 1.) dichloromethane, 5 min, 2.) dichloromethane, R_.T_., 2 h

2: 96 percent / hydrogen / 10percent palladium on charcoal / ethanol / 1.5 h

3: 93 percent / lithium aluminium hydride / diethyl ether / 1 h / Ambient temperature

4: 92 percent / triethylamine / CH₂Cl₂ / 0.75 h

5: 96 percent / sodium azide / dimethylformamide / 1 h / 90 °C

6: 64 percent / N-bromosuccinimide, barium carbonate, benzoyl peroxide / CCl₄ / 2 h / Ambient temperature

With N-Bromosuccinimide; lithium aluminium tetrahydride; sodium azide; Perbenzoic acid; molecular sieve; hydrogen; triethylamine; barium carbonate; pyridinium chlorochromate; palladium on activated charcoal; In tetrachloromethane; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)89804-5