3-O-allyl-2-O-(2-azido-2-deoxy-3,4,6-tri-O-acetyl-α-D-glucopyranosyl)-1-O-tert-butyldiphenylsilyl-sn-glycerol

Base Information

Chemical Name:3-O-allyl-2-O-(2-azido-2-deoxy-3,4,6-tri-O-acetyl-α-D-glucopyranosyl)-1-O-tert-butyldiphenylsilyl-sn-glycerol
CAS No.:544686-88-6
Molecular Formula:C₃₄H₄₅N₃O₁₀Si
Molecular Weight:683.831
Hs Code.:

Synonyms:3-O-allyl-2-O-(2-azido-2-deoxy-3,4,6-tri-O-acetyl-α-D-glucopyranosyl)-1-O-tert-butyldiphenylsilyl-sn-glycerol

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Chemical Property of 3-O-allyl-2-O-(2-azido-2-deoxy-3,4,6-tri-O-acetyl-α-D-glucopyranosyl)-1-O-tert-butyldiphenylsilyl-sn-glycerol

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Technology Process of 3-O-allyl-2-O-(2-azido-2-deoxy-3,4,6-tri-O-acetyl-α-D-glucopyranosyl)-1-O-tert-butyldiphenylsilyl-sn-glycerol

There total 4 articles about 3-O-allyl-2-O-(2-azido-2-deoxy-3,4,6-tri-O-acetyl-α-D-glucopyranosyl)-1-O-tert-butyldiphenylsilyl-sn-glycerol 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: 75.0%

: 145840-43-3
3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-glucopyranosyl trichloroacetimidate

: 544686-87-5
(S)-(-)-1-allyl-3-tert-butyldiphenylsilyl-sn-glycerol

: 544686-88-6
3-O-allyl-2-O-(2-azido-2-deoxy-3,4,6-tri-O-acetyl-α-D-glucopyranosyl)-1-O-tert-butyldiphenylsilyl-sn-glycerol

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 20 ℃;
DOI:10.1002/anie.200390243

Reference yield:

: 123-34-2,73485-54-8,90940-93-5,55941-86-1
(R)-3-allyloxypropane-1,2-diol

: 544686-88-6
3-O-allyl-2-O-(2-azido-2-deoxy-3,4,6-tri-O-acetyl-α-D-glucopyranosyl)-1-O-tert-butyldiphenylsilyl-sn-glycerol

Guidance literature:: Multi-step reaction with 2 steps

1: 75 percent / imidazole / CH₂Cl₂ / 0.17 h / 0 °C

2: TMSOTf / CH₂Cl₂ / 0.03 h / 20 °C

With 1H-imidazole; trimethylsilyl trifluoromethanesulfonate; In dichloromethane;
DOI:10.1016/j.tetasy.2004.11.070

Reference yield:

: 56083-15-9
(S)-4-((allyloxy)methyl)-2,2-dimethyl-1,3-dioxolane

: 544686-88-6
3-O-allyl-2-O-(2-azido-2-deoxy-3,4,6-tri-O-acetyl-α-D-glucopyranosyl)-1-O-tert-butyldiphenylsilyl-sn-glycerol

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / MeOH; Amberlyte 15 (H⁺-form) / 40 °C

2: 75 percent / imidazole / CH₂Cl₂ / 0.17 h / 0 °C

3: TMSOTf / CH₂Cl₂ / 0.03 h / 20 °C

With 1H-imidazole; methanol; Amberlyte 15 (H⁺-form); trimethylsilyl trifluoromethanesulfonate; In dichloromethane;
DOI:10.1016/j.tetasy.2004.11.070