O-(6-O-acetyl-2-O-benzyl-3,4-O-isopropylidene-α-D-galactopyranosyl)-(1->6)-2-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl trichloracetimidate

Base Information

Chemical Name:O-(6-O-acetyl-2-O-benzyl-3,4-O-isopropylidene-α-D-galactopyranosyl)-(1->6)-2-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl trichloracetimidate
CAS No.:277757-18-3
Molecular Formula:C₃₆H₄₄Cl₃NO₁₂
Molecular Weight:789.104
Hs Code.:

O-(6-O-acetyl-2-O-benzyl-3,4-O-isopropylidene-α-D-galactopyranosyl)-(1->6)-2-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl trichloracetimidate

Synonyms:

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Chemical Property of O-(6-O-acetyl-2-O-benzyl-3,4-O-isopropylidene-α-D-galactopyranosyl)-(1->6)-2-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl trichloracetimidate

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Technology Process of O-(6-O-acetyl-2-O-benzyl-3,4-O-isopropylidene-α-D-galactopyranosyl)-(1->6)-2-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl trichloracetimidate

There total 6 articles about O-(6-O-acetyl-2-O-benzyl-3,4-O-isopropylidene-α-D-galactopyranosyl)-(1->6)-2-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl trichloracetimidate 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:

: 124476-97-7
phenyl 2-O-benzyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside

: 277757-18-3
O-(6-O-acetyl-2-O-benzyl-3,4-O-isopropylidene-α-D-galactopyranosyl)-(1->6)-2-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl trichloracetimidate

Guidance literature:: Multi-step reaction with 6 steps

1: DMAP / pyridine / 1.5 h / 0 - 25 °C

2: 94 percent / NBS / acetone; H₂O / 0.17 h / -15 °C

3: K₂CO₃ / CH₂Cl₂ / 5.75 h / 25 °C

4: MS 4 Angstroem; CF₃SO₃SiMe₃ / diethyl ether / 2.25 h / 25 °C

5: 100 percent / NBS / acetone; H₂O / 0.08 h / -15 °C

6: K₂CO₃ / CH₂Cl₂ / 2 h

With N-Bromosuccinimide; trimethylsilyl trifluoromethanesulfonate; MS 4 Angstroem; potassium carbonate; dmap; In pyridine; diethyl ether; dichloromethane; water; acetone; 1: Acetylation / 2: Hydrolysis / 3: Addition / 4: Etherification / 5: Hydrolysis / 6: Addition;
DOI:10.1002/(SICI)1099-0690(200004)2000:8<1547::AID-EJOC1547<3.0.CO;2-C

Reference yield:

: 6-O-acetyl-2-O-benzyl-3,4-O-isopropylidene-D-galactopyranose

: 277757-18-3
O-(6-O-acetyl-2-O-benzyl-3,4-O-isopropylidene-α-D-galactopyranosyl)-(1->6)-2-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl trichloracetimidate

Guidance literature:: Multi-step reaction with 4 steps

1: K₂CO₃ / CH₂Cl₂ / 5.75 h / 25 °C

2: MS 4 Angstroem; CF₃SO₃SiMe₃ / diethyl ether / 2.25 h / 25 °C

3: 100 percent / NBS / acetone; H₂O / 0.08 h / -15 °C

4: K₂CO₃ / CH₂Cl₂ / 2 h

With N-Bromosuccinimide; trimethylsilyl trifluoromethanesulfonate; MS 4 Angstroem; potassium carbonate; In diethyl ether; dichloromethane; water; acetone; 1: Addition / 2: Etherification / 3: Hydrolysis / 4: Addition;
DOI:10.1002/(SICI)1099-0690(200004)2000:8<1547::AID-EJOC1547<3.0.CO;2-C

Reference yield:

: 277757-10-5
phenyl 6-O-acetyl-2-O-benzyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside

: 277757-18-3
O-(6-O-acetyl-2-O-benzyl-3,4-O-isopropylidene-α-D-galactopyranosyl)-(1->6)-2-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl trichloracetimidate

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / NBS / acetone; H₂O / 0.17 h / -15 °C

2: K₂CO₃ / CH₂Cl₂ / 5.75 h / 25 °C

3: MS 4 Angstroem; CF₃SO₃SiMe₃ / diethyl ether / 2.25 h / 25 °C

4: 100 percent / NBS / acetone; H₂O / 0.08 h / -15 °C

5: K₂CO₃ / CH₂Cl₂ / 2 h

With N-Bromosuccinimide; trimethylsilyl trifluoromethanesulfonate; MS 4 Angstroem; potassium carbonate; In diethyl ether; dichloromethane; water; acetone; 1: Hydrolysis / 2: Addition / 3: Etherification / 4: Hydrolysis / 5: Addition;
DOI:10.1002/(SICI)1099-0690(200004)2000:8<1547::AID-EJOC1547<3.0.CO;2-C