3-O-allyl-2,4,6-tri-O-acetyl-β-D-glucopyranosyl-(1->3)-[2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->6)]-5-O-acetyl-1,2-O-isopropylidene-α-D-glucofuranose

Base Information

Chemical Name:3-O-allyl-2,4,6-tri-O-acetyl-β-D-glucopyranosyl-(1->3)-[2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->6)]-5-O-acetyl-1,2-O-isopropylidene-α-D-glucofuranose
CAS No.:612060-34-1
Molecular Formula:C₆₀H₆₄O₂₄
Molecular Weight:1169.15
Hs Code.:

3-O-allyl-2,4,6-tri-O-acetyl-β-D-glucopyranosyl-(1->3)-[2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->6)]-5-O-acetyl-1,2-O-isopropylidene-α-D-glucofuranose

Synonyms:3-O-allyl-2,4,6-tri-O-acetyl-β-D-glucopyranosyl-(1->3)-[2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->6)]-5-O-acetyl-1,2-O-isopropylidene-α-D-glucofuranose

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Chemical Property of 3-O-allyl-2,4,6-tri-O-acetyl-β-D-glucopyranosyl-(1->3)-[2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->6)]-5-O-acetyl-1,2-O-isopropylidene-α-D-glucofuranose

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Technology Process of 3-O-allyl-2,4,6-tri-O-acetyl-β-D-glucopyranosyl-(1->3)-[2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->6)]-5-O-acetyl-1,2-O-isopropylidene-α-D-glucofuranose

There total 3 articles about 3-O-allyl-2,4,6-tri-O-acetyl-β-D-glucopyranosyl-(1->3)-[2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->6)]-5-O-acetyl-1,2-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: 81.0%

: 108-24-7
acetic anhydride

: 612060-33-0
3-O-allyl-2,4,6-tri-O-acetyl-β-D-glucopyranosyl-(1->3)-[2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->6)]-1,2-O-isopropylidene-α-D-glucofuranose

: 612060-34-1
3-O-allyl-2,4,6-tri-O-acetyl-β-D-glucopyranosyl-(1->3)-[2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->6)]-5-O-acetyl-1,2-O-isopropylidene-α-D-glucofuranose

Guidance literature:: With pyridine; at 60 - 70 ℃; for 24h;
DOI:10.1081/CAR-200045260

Reference yield:

: 183901-63-5
2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl trichloroacetimidate

: 612060-34-1
3-O-allyl-2,4,6-tri-O-acetyl-β-D-glucopyranosyl-(1->3)-[2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->6)]-5-O-acetyl-1,2-O-isopropylidene-α-D-glucofuranose

Guidance literature:: Multi-step reaction with 2 steps

1: 64 percent / Me₃SiOTf / CH₂Cl₂ / 3 h / -20 - 20 °C

2: 81 percent / pyridine / 24 h / 60 - 70 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; In dichloromethane;
DOI:10.1081/CAR-200045260

Reference yield:

: 483361-29-1
3-O-allyl-2,4,6-tri-O-acetyl-β-D-glucopyranosyl-(1->3)-1,2-O-isopropylidene-α-D-glucofuranose

: 612060-34-1
3-O-allyl-2,4,6-tri-O-acetyl-β-D-glucopyranosyl-(1->3)-[2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->6)]-5-O-acetyl-1,2-O-isopropylidene-α-D-glucofuranose

Guidance literature:: Multi-step reaction with 2 steps

1: 64 percent / Me₃SiOTf / CH₂Cl₂ / 3 h / -20 - 20 °C

2: 81 percent / pyridine / 24 h / 60 - 70 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; In dichloromethane;
DOI:10.1081/CAR-200045260