3β-O-{(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-(1->3)-[(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->2)]-(4,6-O-benzylidene-β-D-glucopyranosyl)}friedelanol

Base Information

Chemical Name:3β-O-{(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-(1->3)-[(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->2)]-(4,6-O-benzylidene-β-D-glucopyranosyl)}friedelanol
CAS No.:524041-30-3
Molecular Formula:C₆₈H₉₈O₂₂
Molecular Weight:1267.51
Hs Code.:

Synonyms:3β-O-{(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-(1->3)-[(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->2)]-(4,6-O-benzylidene-β-D-glucopyranosyl)}friedelanol

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Chemical Property of 3β-O-{(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-(1->3)-[(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->2)]-(4,6-O-benzylidene-β-D-glucopyranosyl)}friedelanol

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Technology Process of 3β-O-{(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-(1->3)-[(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->2)]-(4,6-O-benzylidene-β-D-glucopyranosyl)}friedelanol

There total 8 articles about 3β-O-{(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-(1->3)-[(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->2)]-(4,6-O-benzylidene-β-D-glucopyranosyl)}friedelanol 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: 94.0%

: 524041-29-0
3β-O-[(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->2)-(4,6-O-benzylidene-β-D-glucopyranosyl)]friedelanol

: 197144-02-8,869848-87-3
2,3,4-tri-O-acetyl-D-xylopyranosyl trichloroacetimidate

: 524041-30-3
3β-O-{(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-(1->3)-[(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->2)]-(4,6-O-benzylidene-β-D-glucopyranosyl)}friedelanol

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 0.25h;
DOI:10.1002/ejoc.200500816

Reference yield:

: 524041-26-7
3β-O-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)friedelanol

: 524041-30-3
3β-O-{(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-(1->3)-[(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->2)]-(4,6-O-benzylidene-β-D-glucopyranosyl)}friedelanol

Guidance literature:: Multi-step reaction with 4 steps

1: 78 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 0.25 h / 20 °C

2: 95 percent / hydrogen / Pd/C / methanol; CH₂Cl₂ / 0.5 h / 20 °C

3: 92 percent / p-toluenesulfonic acid / acetonitrile / 0.25 h

4: 94 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 0.25 h / 20 °C

With trimethylsilyl trifluoromethanesulfonate; hydrogen; toluene-4-sulfonic acid; palladium on activated charcoal; In methanol; dichloromethane; acetonitrile;
DOI:10.1002/ejoc.200500816

Reference yield:

: 524041-25-6
3β-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)friedelanol

: 524041-30-3
3β-O-{(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-(1->3)-[(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->2)]-(4,6-O-benzylidene-β-D-glucopyranosyl)}friedelanol

Guidance literature:: Multi-step reaction with 5 steps

1: 84 percent / sodium methoxide / methanol; CH₂Cl₂ / 24 h / 20 °C

2: 78 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 0.25 h / 20 °C

3: 95 percent / hydrogen / Pd/C / methanol; CH₂Cl₂ / 0.5 h / 20 °C

4: 92 percent / p-toluenesulfonic acid / acetonitrile / 0.25 h

5: 94 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 0.25 h / 20 °C

With trimethylsilyl trifluoromethanesulfonate; hydrogen; sodium methylate; toluene-4-sulfonic acid; palladium on activated charcoal; In methanol; dichloromethane; acetonitrile;
DOI:10.1002/ejoc.200500816