4-methoxy-2-methylphenyl 4-O-acetyl-3,6-dideoxy-6-iodo-2-methoxy-3-phthalimido-α-D-glucopyranoside

Base Information

Chemical Name:4-methoxy-2-methylphenyl 4-O-acetyl-3,6-dideoxy-6-iodo-2-methoxy-3-phthalimido-α-D-glucopyranoside
CAS No.:108512-34-1
Molecular Formula:C₂₅H₂₆INO₈
Molecular Weight:595.388
Hs Code.:

Synonyms:4-methoxy-2-methylphenyl 4-O-acetyl-3,6-dideoxy-6-iodo-2-methoxy-3-phthalimido-α-D-glucopyranoside

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Chemical Property of 4-methoxy-2-methylphenyl 4-O-acetyl-3,6-dideoxy-6-iodo-2-methoxy-3-phthalimido-α-D-glucopyranoside

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Technology Process of 4-methoxy-2-methylphenyl 4-O-acetyl-3,6-dideoxy-6-iodo-2-methoxy-3-phthalimido-α-D-glucopyranoside

There total 14 articles about 4-methoxy-2-methylphenyl 4-O-acetyl-3,6-dideoxy-6-iodo-2-methoxy-3-phthalimido-α-D-glucopyranoside 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: 80.0%

: 108-24-7
acetic anhydride

: 108512-33-0
4-methoxy-2-methylphenyl 3,6-dideoxy-6-iodo-2-methoxy-3-phthalimido-α-D-glucopyranoside

: 108512-34-1
4-methoxy-2-methylphenyl 4-O-acetyl-3,6-dideoxy-6-iodo-2-methoxy-3-phthalimido-α-D-glucopyranoside

Guidance literature:: With dmap; In dichloromethane; at 23 ℃; for 2h;
DOI:10.1021/jo00392a013

Reference yield:

: 4603-89-8
methyl 3-amino-4,6-O-benzylidene-3-deoxy-α-D-glucopyranoside

: 108512-34-1
4-methoxy-2-methylphenyl 4-O-acetyl-3,6-dideoxy-6-iodo-2-methoxy-3-phthalimido-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 10 steps

1: 91 percent / triethylamine / dimethylsulfoxide / 16 h / 23 °C

2: 76 percent / Ag₂O / CH₂Cl₂ / 96 h / Heating

3: HOAc / 1 h / 100 °C

4: triethylamine, 4-(dimethylamino)pyridine / dimethylformamide / 15 h / 0 °C

5: 92 percent / conc. H₂SO₄ / acetic acid / 48 h / 23 °C

6: SnCl₄ / CH₂Cl₂ / 5 h / 23 °C

7: Dowex 2x8 / methanol / 0.5 h / Heating

8: 98 percent / pyridine / 48 h / 0 °C

9: 97 percent / KI / acetone / 120 h / 50 °C

10: 80 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 2 h / 23 °C

With pyridine; dmap; Dowex 2x8; sulfuric acid; tin(IV) chloride; acetic acid; triethylamine; potassium iodide; silver(l) oxide; In methanol; dichloromethane; acetic acid; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo00392a013

Reference yield:

: 22509-74-6
N-ethoxycarbonylphthalimide

: 108512-34-1
4-methoxy-2-methylphenyl 4-O-acetyl-3,6-dideoxy-6-iodo-2-methoxy-3-phthalimido-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 10 steps

1: 91 percent / triethylamine / dimethylsulfoxide / 16 h / 23 °C

2: 76 percent / Ag₂O / CH₂Cl₂ / 96 h / Heating

3: HOAc / 1 h / 100 °C

4: triethylamine, 4-(dimethylamino)pyridine / dimethylformamide / 15 h / 0 °C

5: 92 percent / conc. H₂SO₄ / acetic acid / 48 h / 23 °C

6: SnCl₄ / CH₂Cl₂ / 5 h / 23 °C

7: Dowex 2x8 / methanol / 0.5 h / Heating

8: 98 percent / pyridine / 48 h / 0 °C

9: 97 percent / KI / acetone / 120 h / 50 °C

10: 80 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 2 h / 23 °C

With pyridine; dmap; Dowex 2x8; sulfuric acid; tin(IV) chloride; acetic acid; triethylamine; potassium iodide; silver(l) oxide; In methanol; dichloromethane; acetic acid; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo00392a013