2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->6)-3-O-allyl-2,4-di-O-benzoyl-α-D-galactopyranosyl trichloroacetamidate

Base Information

Chemical Name:2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->6)-3-O-allyl-2,4-di-O-benzoyl-α-D-galactopyranosyl trichloroacetamidate
CAS No.:753500-18-4
Molecular Formula:C₅₉H₅₀Cl₃NO₁₇
Molecular Weight:1151.4
Hs Code.:

Synonyms:2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->6)-3-O-allyl-2,4-di-O-benzoyl-α-D-galactopyranosyl trichloroacetamidate

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Chemical Property of 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->6)-3-O-allyl-2,4-di-O-benzoyl-α-D-galactopyranosyl trichloroacetamidate

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Technology Process of 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->6)-3-O-allyl-2,4-di-O-benzoyl-α-D-galactopyranosyl trichloroacetamidate

There total 8 articles about 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->6)-3-O-allyl-2,4-di-O-benzoyl-α-D-galactopyranosyl trichloroacetamidate 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:

: 545-06-2
trichloroacetonitrile

: 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->6)-3-O-allyl-2,4-di-O-benzoyl-D-galactopyranose

: 753500-18-4
2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->6)-3-O-allyl-2,4-di-O-benzoyl-α-D-galactopyranosyl trichloroacetamidate

Guidance literature:: With potassium carbonate; In dichloromethane; at 20 ℃;
DOI:10.1016/j.carres.2004.05.007

Reference yield:

: 2872-65-3,14581-81-8,17042-40-9,84380-06-3,105260-62-6
4-methoxyphenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside

: 753500-18-4
2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->6)-3-O-allyl-2,4-di-O-benzoyl-α-D-galactopyranosyl trichloroacetamidate

Guidance literature:: Multi-step reaction with 8 steps

1.1: NaOMe / methanol / 5 h / 20 °C

2.1: Bu₂SnO / methanol / 2 h

2.2: Bu₄NI / toluene / 24 h / 60 °C

3.1: pyridine / CH₂Cl₂ / 12 h / 50 °C

4.1: pyridine / CH₂Cl₂ / 50 °C

5.1: 5.76 g / CH₃COCl / methanol; CH₂Cl₂ / 3 h / 20 °C

6.1: 87 percent / TMSOTf / CH₂Cl₂ / 2 h / -20 - 20 °C

7.1: 2.5 g / ammonium cerium(IV) nitrate / acetonitrile; H₂O / 0.5 h / 20 °C

8.1: 2.54 g / K₂CO₃ / CH₂Cl₂ / 20 °C

With pyridine; ammonium cerium(IV) nitrate; trimethylsilyl trifluoromethanesulfonate; sodium methylate; di(n-butyl)tin oxide; potassium carbonate; acetyl chloride; In methanol; dichloromethane; water; acetonitrile;
DOI:10.1016/j.carres.2004.05.007

Reference yield:

: 144985-19-3
p-methoxyphenyl 3-O-allyl-β-D-galactopyranoside

: 753500-18-4
2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->6)-3-O-allyl-2,4-di-O-benzoyl-α-D-galactopyranosyl trichloroacetamidate

Guidance literature:: Multi-step reaction with 6 steps

1: pyridine / CH₂Cl₂ / 12 h / 50 °C

2: pyridine / CH₂Cl₂ / 50 °C

3: 5.76 g / CH₃COCl / methanol; CH₂Cl₂ / 3 h / 20 °C

4: 87 percent / TMSOTf / CH₂Cl₂ / 2 h / -20 - 20 °C

5: 2.5 g / ammonium cerium(IV) nitrate / acetonitrile; H₂O / 0.5 h / 20 °C

6: 2.54 g / K₂CO₃ / CH₂Cl₂ / 20 °C

With pyridine; ammonium cerium(IV) nitrate; trimethylsilyl trifluoromethanesulfonate; potassium carbonate; acetyl chloride; In methanol; dichloromethane; water; acetonitrile;
DOI:10.1016/j.carres.2004.05.007