3-O-allyl-2,4,6-tri-O-benzoyl-β-D-glucopyranosyl-(1->3)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

Base Information

Chemical Name:3-O-allyl-2,4,6-tri-O-benzoyl-β-D-glucopyranosyl-(1->3)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose
CAS No.:343980-03-0
Molecular Formula:C₄₂H₄₆O₁₄
Molecular Weight:774.819
Hs Code.:

Synonyms:3-O-allyl-2,4,6-tri-O-benzoyl-β-D-glucopyranosyl-(1->3)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

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Chemical Property of 3-O-allyl-2,4,6-tri-O-benzoyl-β-D-glucopyranosyl-(1->3)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

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Technology Process of 3-O-allyl-2,4,6-tri-O-benzoyl-β-D-glucopyranosyl-(1->3)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

There total 5 articles about 3-O-allyl-2,4,6-tri-O-benzoyl-β-D-glucopyranosyl-(1->3)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 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: 85.3%

: 582-52-5
1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

: 524037-13-6
3-O-allyl-2,4,6-tri-O-benzoyl-α-D-glucopyranosyl trichloroacetimidate

: 343980-03-0
3-O-allyl-2,4,6-tri-O-benzoyl-β-D-glucopyranosyl-(1->3)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -20 - 20 ℃; for 3h;
DOI:10.1016/j.carres.2003.08.003

Reference yield:

: 582-52-5
1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

: 343980-03-0
3-O-allyl-2,4,6-tri-O-benzoyl-β-D-glucopyranosyl-(1->3)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

Guidance literature:: Multi-step reaction with 6 steps

1: dimethylformamide

2: aq. HOAc / 4 h / Heating

3: pyridine / 10 h

4: NH₃ / toluene; methanol / 10 h

5: 5.60 g / K₂CO₃ / CH₂Cl₂ / 10 h

6: 85.3 percent / Me₃SiOTf / CH₂Cl₂ / 3 h / -20 - 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; ammonia; potassium carbonate; acetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.carres.2003.08.003

Reference yield:

: 77388-90-0
(2S,3R,4S,5R,6R)-4-Allyloxy-6-hydroxymethyl-tetrahydro-pyran-2,3,5-triol

: 343980-03-0
3-O-allyl-2,4,6-tri-O-benzoyl-β-D-glucopyranosyl-(1->3)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / 10 h

2: NH₃ / toluene; methanol / 10 h

3: 5.60 g / K₂CO₃ / CH₂Cl₂ / 10 h

4: 85.3 percent / Me₃SiOTf / CH₂Cl₂ / 3 h / -20 - 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; ammonia; potassium carbonate; In methanol; dichloromethane; toluene;
DOI:10.1016/j.carres.2003.08.003