2-O-benzoyl-3-deoxy-6-O-(p-methoxybenzoyl)-4-O-<6-O-acetyl-2,3-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranosyl>-β-D-ribo-hexopyranosyl trichloroacetamidate

Base Information

Chemical Name:2-O-benzoyl-3-deoxy-6-O-(p-methoxybenzoyl)-4-O-<6-O-acetyl-2,3-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranosyl>-β-D-ribo-hexopyranosyl trichloroacetamidate
CAS No.:176165-47-2
Molecular Formula:C₅₉H₆₀Cl₃NO₂₅
Molecular Weight:1289.48
Hs Code.:

2-O-benzoyl-3-deoxy-6-O-(p-methoxybenzoyl)-4-O-<6-O-acetyl-2,3-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranosyl>-β-D-ribo-hexopyranosyl trichloroacetamidate

Synonyms:2-O-benzoyl-3-deoxy-6-O-(p-methoxybenzoyl)-4-O-<6-O-acetyl-2,3-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranosyl>-β-D-ribo-hexopyranosyl trichloroacetamidate

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Chemical Property of 2-O-benzoyl-3-deoxy-6-O-(p-methoxybenzoyl)-4-O-<6-O-acetyl-2,3-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranosyl>-β-D-ribo-hexopyranosyl trichloroacetamidate

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Technology Process of 2-O-benzoyl-3-deoxy-6-O-(p-methoxybenzoyl)-4-O-<6-O-acetyl-2,3-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranosyl>-β-D-ribo-hexopyranosyl trichloroacetamidate

There total 12 articles about 2-O-benzoyl-3-deoxy-6-O-(p-methoxybenzoyl)-4-O-<6-O-acetyl-2,3-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranosyl>-β-D-ribo-hexopyranosyl 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: 79.0%

: 545-06-2
trichloroacetonitrile

: 2-O-benzoyl-3-deoxy-6-O-(p-methoxybenzoyl)-4-O-<6-O-acetyl-2,3-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranosyl>-D-ribo-hexopyranose

: 176165-47-2
2-O-benzoyl-3-deoxy-6-O-(p-methoxybenzoyl)-4-O-<6-O-acetyl-2,3-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranosyl>-β-D-ribo-hexopyranosyl trichloroacetamidate

Guidance literature:: With DCMU; In dichloromethane; at 0 ℃;
DOI:10.1021/jo951914k

Reference yield:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 176165-47-2
2-O-benzoyl-3-deoxy-6-O-(p-methoxybenzoyl)-4-O-<6-O-acetyl-2,3-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranosyl>-β-D-ribo-hexopyranosyl trichloroacetamidate

Guidance literature:: Multi-step reaction with 8 steps

1: 94 percent / p-toluenesulfonic acid / acetonitrile / 3 h / Ambient temperature

2: 8 percent / Et₃N / CH₂Cl₂ / 1 h / other reagent, other solvents

3: 94 percent / benzene / 4 h / Heating

4: 29 percent / Bu₃SnH, AIBN / toluene / 4 h / Heating

5: 1.) DDQ, AcOH, 2.) AgNO₃, KF / 1.) toluene, 80 deg C, 24 h, 2.) pyridine, H₂O, 100 deg C, 16 h

6: 92 percent / TfOAg, NIS / CH₂Cl₂ / -50 deg C, 40 min, then -30 deg C, 3 h

7: 98 percent / TFA / CH₂Cl₂ / -10 deg C, 30 min; 0 deg C, 60 min, then 10 deg C, 30 min

8: 79 percent / DMU / CH₂Cl₂ / 0 °C

With potassium fluoride; N-iodo-succinimide; 2,2'-azobis(isobutyronitrile); DCMU; tri-n-butyl-tin hydride; silver trifluoromethanesulfonate; toluene-4-sulfonic acid; silver nitrate; acetic acid; triethylamine; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; toluene; acetonitrile; benzene;
DOI:10.1021/jo951914k

Reference yield:

: 81336-89-2,81336-96-1,117252-95-6,132871-94-4,117252-72-9
(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-(2-(trimethylsilyl)ethoxy)tetrahydro-2H-pyran-3,4,5-triol

: 176165-47-2
2-O-benzoyl-3-deoxy-6-O-(p-methoxybenzoyl)-4-O-<6-O-acetyl-2,3-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranosyl>-β-D-ribo-hexopyranosyl trichloroacetamidate

Guidance literature:: Multi-step reaction with 9 steps

1: 94 percent / p-toluenesulfonic acid / acetonitrile / 3 h / Ambient temperature

2: 8 percent / Et₃N / CH₂Cl₂ / 1 h / other reagent, other solvents

3: 94 percent / benzene / 4 h / Heating

4: 70 percent / Bu₃SnH, AIBN / toluene / 4 h / Heating

5: 99 percent / p-toluenesulfonic acid / acetonitrile / 3 h / Ambient temperature

6: 1.) DDQ, AcOH, 2.) AgNO₃, KF / 1.) toluene, 80 deg C, 24 h, 2.) pyridine, H₂O, 100 deg C, 16 h

7: 92 percent / TfOAg, NIS / CH₂Cl₂ / -50 deg C, 40 min, then -30 deg C, 3 h

8: 98 percent / TFA / CH₂Cl₂ / -10 deg C, 30 min; 0 deg C, 60 min, then 10 deg C, 30 min

9: 79 percent / DMU / CH₂Cl₂ / 0 °C

With potassium fluoride; N-iodo-succinimide; 2,2'-azobis(isobutyronitrile); DCMU; tri-n-butyl-tin hydride; silver trifluoromethanesulfonate; toluene-4-sulfonic acid; silver nitrate; acetic acid; triethylamine; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; toluene; acetonitrile; benzene;
DOI:10.1021/jo951914k