3-O-Benzyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-allopyranosyl trichloroacetimidate

Base Information

Chemical Name:3-O-Benzyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-allopyranosyl trichloroacetimidate
CAS No.:136773-83-6
Molecular Formula:C₃₀H₂₅Cl₃N₂O₇
Molecular Weight:631.897
Hs Code.:

Synonyms:3-O-Benzyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-allopyranosyl trichloroacetimidate

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Chemical Property of 3-O-Benzyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-allopyranosyl trichloroacetimidate

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Technology Process of 3-O-Benzyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-allopyranosyl trichloroacetimidate

There total 9 articles about 3-O-Benzyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-allopyranosyl trichloroacetimidate 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: 77.0%

: 136773-82-5
3-O-Benzyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-allopyranose

: 545-06-2
trichloroacetonitrile

: 136773-83-6
3-O-Benzyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-allopyranosyl trichloroacetimidate

Guidance literature:: With potassium carbonate; In dichloromethane; for 6h; Ambient temperature;
DOI:10.1002/hlca.19920750505

Reference yield:

: 85-44-9
phthalic anhydride

: 136773-83-6
3-O-Benzyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-allopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 7 steps

1: 95 percent / Et₃N / methanol / 0.5 h / Ambient temperature

2: 44 percent / NaH / dimethylformamide / 24 h / Ambient temperature

3: 1 M aq. NaOH / dioxane / 5 h / Ambient temperature

4: Ac₂O, pyridine / 48 h / Ambient temperature

5: hydrogen / 2)2>PF₆ / tetrahydrofuran / 3 h / Ambient temperature

6: water, HgO, HgCl₂ / acetone / 1 h / Ambient temperature

7: 77 percent / K₂CO₃ / CH₂Cl₂ / 6 h / Ambient temperature

With pyridine; sodium hydroxide; water; hydrogen; acetic anhydride; sodium hydride; potassium carbonate; triethylamine; mercury dichloride; mercury(II) oxide; (1,5-cyclooctadiene)bis(methyldiphenylphosphine) iridium hexafluorophosphate; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1002/hlca.19920750505

Reference yield:

: 136773-79-0
Allyl 2-Amino-4,6-O-benzylidene-2-deoxy-α-D-allopyranoside

: 136773-83-6
3-O-Benzyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-allopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 7 steps

1: 95 percent / Et₃N / methanol / 0.5 h / Ambient temperature

2: 44 percent / NaH / dimethylformamide / 24 h / Ambient temperature

3: 1 M aq. NaOH / dioxane / 5 h / Ambient temperature

4: Ac₂O, pyridine / 48 h / Ambient temperature

5: hydrogen / 2)2>PF₆ / tetrahydrofuran / 3 h / Ambient temperature

6: water, HgO, HgCl₂ / acetone / 1 h / Ambient temperature

7: 77 percent / K₂CO₃ / CH₂Cl₂ / 6 h / Ambient temperature

With pyridine; sodium hydroxide; water; hydrogen; acetic anhydride; sodium hydride; potassium carbonate; triethylamine; mercury dichloride; mercury(II) oxide; (1,5-cyclooctadiene)bis(methyldiphenylphosphine) iridium hexafluorophosphate; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1002/hlca.19920750505