1-O-Acetyl-3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-allopyranose

Base Information

Chemical Name:1-O-Acetyl-3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-allopyranose
CAS No.:144221-80-7
Molecular Formula:C₃₀H₂₇NO₈
Molecular Weight:529.546
Hs Code.:

Synonyms:1-O-Acetyl-3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-allopyranose

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Chemical Property of 1-O-Acetyl-3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-allopyranose

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Technology Process of 1-O-Acetyl-3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-allopyranose

There total 9 articles about 1-O-Acetyl-3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-allopyranose 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: 97.0%

: 108-24-7
acetic anhydride

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

: 144221-80-7
1-O-Acetyl-3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-allopyranose

Guidance literature:: With pyridine; for 12h; Ambient temperature;
DOI:10.1002/hlca.19920750505

Reference yield:

: 85-44-9
phthalic anhydride

: 144221-80-7
1-O-Acetyl-3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-allopyranose

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: 97 percent / pyridine / 12 h / Ambient temperature

With pyridine; sodium hydroxide; water; hydrogen; acetic anhydride; sodium hydride; triethylamine; mercury dichloride; mercury(II) oxide; (1,5-cyclooctadiene)bis(methyldiphenylphosphine) iridium hexafluorophosphate; In tetrahydrofuran; 1,4-dioxane; methanol; 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

: 144221-80-7
1-O-Acetyl-3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-allopyranose

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: 97 percent / pyridine / 12 h / Ambient temperature

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