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

Base Information

Chemical Name:3β-O-{(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->2)-[(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-(1->3)]-4,6-O-benzylidene-β-D-glucopyranosyl}cholesterol
CAS No.:889129-06-0
Molecular Formula:C₆₅H₉₂O₂₂
Molecular Weight:1225.43
Hs Code.:

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

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

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

There total 25 articles about 3β-O-{(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->2)-[(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-(1->3)]-4,6-O-benzylidene-β-D-glucopyranosyl}cholesterol 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: 71.0%

: 889129-05-9
3β-O-[(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->2)-4,6-O-benzylidene-β-D-glucopyranosyl]cholesterol

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

: 889129-06-0
3β-O-{(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->2)-[(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-(1->3)]-4,6-O-benzylidene-β-D-glucopyranosyl}cholesterol

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 0.5h;
DOI:10.1002/ejoc.200500816

Reference yield:

: 57-88-5
cholesterol

: 889129-06-0
3β-O-{(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->2)-[(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-(1->3)]-4,6-O-benzylidene-β-D-glucopyranosyl}cholesterol

Guidance literature:: Multi-step reaction with 5 steps

1: 68 percent / dimethyl(methylthio)sulfonium trifluoromethanesulfonate / CH₂Cl₂

2: 80 percent / hydrazinium acetate / CH₂Cl₂; methanol

3: 69 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂

4: 22 percent / hydrogen / Pd/C / CH₂Cl₂; ethanol

5: 71 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 0.5 h / 20 °C

With trimethylsilyl trifluoromethanesulfonate; hydrogen; hydrazinium monoacetate; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; palladium on activated charcoal; In methanol; ethanol; dichloromethane;
DOI:10.1002/ejoc.200500816

Reference yield:

: (2aR,5R,6aR,7S)-7-Benzyloxy-5-phenyl-hexahydro-1,2,4,6-tetraoxa-cyclopropa[b]naphthalene

: 889129-06-0
3β-O-{(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->2)-[(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-(1->3)]-4,6-O-benzylidene-β-D-glucopyranosyl}cholesterol

Guidance literature:: Multi-step reaction with 4 steps

1: 13 percent / zinc chloride / tetrahydrofuran / -70 - 20 °C

2: 69 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂

3: 22 percent / hydrogen / Pd/C / CH₂Cl₂; ethanol

4: 71 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 0.5 h / 20 °C

With trimethylsilyl trifluoromethanesulfonate; hydrogen; zinc(II) chloride; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1002/ejoc.200500816