3β-O-[(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->2)-4,6-O-benzylidene-β-D-glucopyranosyl]cholestanol

Base Information

Chemical Name:3β-O-[(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->2)-4,6-O-benzylidene-β-D-glucopyranosyl]cholestanol
CAS No.:889129-20-8
Molecular Formula:C₅₄H₈₀O₁₅
Molecular Weight:969.22
Hs Code.:

Synonyms:3β-O-[(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->2)-4,6-O-benzylidene-β-D-glucopyranosyl]cholestanol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 3β-O-[(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->2)-4,6-O-benzylidene-β-D-glucopyranosyl]cholestanol

Chemical Property:

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Technology Process of 3β-O-[(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->2)-4,6-O-benzylidene-β-D-glucopyranosyl]cholestanol

There total 8 articles about 3β-O-[(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->2)-4,6-O-benzylidene-β-D-glucopyranosyl]cholestanol 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:

: 889129-07-1
3β-O-[(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-β-D-glucopyranosyl]cholesterol

: 889129-20-8
3β-O-[(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->2)-4,6-O-benzylidene-β-D-glucopyranosyl]cholestanol

Guidance literature:: Multi-step reaction with 2 steps

1: hydrogen; acetic acid; formic acid / Pd/C / ethanol; CH₂Cl₂ / 48 h

2: 90 mg / p-toluenesulfonic acid / acetonitrile

With formic acid; hydrogen; toluene-4-sulfonic acid; acetic acid; palladium on activated charcoal; In ethanol; dichloromethane; acetonitrile;
DOI:10.1002/ejoc.200500816

Reference yield:

: 55628-54-1
3,4,6-tri-O-benzyl-D-glucal

: 889129-20-8
3β-O-[(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->2)-4,6-O-benzylidene-β-D-glucopyranosyl]cholestanol

Guidance literature:: Multi-step reaction with 5 steps

1: dimethyldioxirane / acetone; CH₂Cl₂ / 1 h / 20 °C

2: 500 mg / zinc chloride / tetrahydrofuran / -70 - 25 °C

3: 76 percent / TMSOTf / CH₂Cl₂ / 0.33 h

4: hydrogen; acetic acid; formic acid / Pd/C / ethanol; CH₂Cl₂ / 48 h

5: 90 mg / p-toluenesulfonic acid / acetonitrile

With formic acid; trimethylsilyl trifluoromethanesulfonate; hydrogen; 3,3-dimethyldioxirane; toluene-4-sulfonic acid; acetic acid; zinc(II) chloride; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; acetone; acetonitrile;
DOI:10.1002/ejoc.200500816

Reference yield:

: 57-88-5
cholesterol

: 889129-20-8
3β-O-[(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->2)-4,6-O-benzylidene-β-D-glucopyranosyl]cholestanol

Guidance literature:: Multi-step reaction with 5 steps

1: 88 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 0.25 h

2: aq. NaOH / methanol; dioxane

3: 76 percent / TMSOTf / CH₂Cl₂ / 0.33 h

4: hydrogen; acetic acid; formic acid / Pd/C / ethanol; CH₂Cl₂ / 48 h

5: 90 mg / p-toluenesulfonic acid / acetonitrile

With sodium hydroxide; formic acid; trimethylsilyl trifluoromethanesulfonate; hydrogen; toluene-4-sulfonic acid; acetic acid; palladium on activated charcoal; In 1,4-dioxane; methanol; ethanol; dichloromethane; acetonitrile;
DOI:10.1002/ejoc.200500816