tetrabenzyl [3-azido-1,2-O-isopropylidene-3,5,6-trideoxy-α-L-glucofuranos-6,6'-diyl]biphosphonate

Base Information

Chemical Name:tetrabenzyl [3-azido-1,2-O-isopropylidene-3,5,6-trideoxy-α-L-glucofuranos-6,6'-diyl]biphosphonate
CAS No.:877760-65-1
Molecular Formula:C₃₇H₄₁N₃O₉P₂
Molecular Weight:733.695
Hs Code.:

Synonyms:tetrabenzyl [3-azido-1,2-O-isopropylidene-3,5,6-trideoxy-α-L-glucofuranos-6,6'-diyl]biphosphonate

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Chemical Property of tetrabenzyl [3-azido-1,2-O-isopropylidene-3,5,6-trideoxy-α-L-glucofuranos-6,6'-diyl]biphosphonate

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Technology Process of tetrabenzyl [3-azido-1,2-O-isopropylidene-3,5,6-trideoxy-α-L-glucofuranos-6,6'-diyl]biphosphonate

There total 1 articles about tetrabenzyl [3-azido-1,2-O-isopropylidene-3,5,6-trideoxy-α-L-glucofuranos-6,6'-diyl]biphosphonate 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: 24.0%

: 133918-47-5
tetrabenzyl methylenediphosphonate

: 391201-69-7
3-azido-3-deoxy-1,2-O-isopropylidene-5-O-trifluoromethanesulfonyl-α-L-xylofuranose

: 877760-65-1
tetrabenzyl [3-azido-1,2-O-isopropylidene-3,5,6-trideoxy-α-L-glucofuranos-6,6'-diyl]biphosphonate

Guidance literature:: With 15-crown-5; sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 4h;
DOI:10.1016/j.bmc.2005.09.025

Reference yield: 55.0%

: 877760-65-1
tetrabenzyl [3-azido-1,2-O-isopropylidene-3,5,6-trideoxy-α-L-glucofuranos-6,6'-diyl]biphosphonate

: [2-((2S,3S,4S)-3-Azido-4,5-dihydroxy-tetrahydro-furan-2-yl)-1-(bis-benzyloxy-phosphoryl)-ethyl]-phosphonic acid dibenzyl ester

Guidance literature:: With sulfuric acid; In 1,4-dioxane; at 80 ℃; for 2h;
DOI:10.1016/j.bmc.2005.09.025

Reference yield:

: 877760-65-1
tetrabenzyl [3-azido-1,2-O-isopropylidene-3,5,6-trideoxy-α-L-glucofuranos-6,6'-diyl]biphosphonate

: 877760-66-2
dibenzyl (3R,4R,5S)-4-azido-3,5-dihydroxy-1-cyclohexene-phosphonate

Guidance literature:: Multi-step reaction with 2 steps

1: 55 percent / aq. H₂SO₄ / dioxane / 2 h / 80 °C

2: 64 percent / lithium bis(trimethylsilyl)amide / dioxane; hexane / 4 h / 20 °C

With sulfuric acid; lithium hexamethyldisilazane; In 1,4-dioxane; hexane;
DOI:10.1016/j.bmc.2005.09.025