acetyl 3-deoxy-2-methoxy-4,6-bis-O-(p-nitrobenzoyl)-3-phthalimido-α-D-glucopyranoside

Base Information

Chemical Name:acetyl 3-deoxy-2-methoxy-4,6-bis-O-(p-nitrobenzoyl)-3-phthalimido-α-D-glucopyranoside
CAS No.:108512-24-9
Molecular Formula:C₃₁H₂₅N₃O₁₄
Molecular Weight:663.551
Hs Code.:

Synonyms:acetyl 3-deoxy-2-methoxy-4,6-bis-O-(p-nitrobenzoyl)-3-phthalimido-α-D-glucopyranoside

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Chemical Property of acetyl 3-deoxy-2-methoxy-4,6-bis-O-(p-nitrobenzoyl)-3-phthalimido-α-D-glucopyranoside

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Technology Process of acetyl 3-deoxy-2-methoxy-4,6-bis-O-(p-nitrobenzoyl)-3-phthalimido-α-D-glucopyranoside

There total 6 articles about acetyl 3-deoxy-2-methoxy-4,6-bis-O-(p-nitrobenzoyl)-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: 92.0%

: 108-24-7
acetic anhydride

: 108512-23-8
methyl 3-deoxy-2-methoxy-4,6-bis-O-(p-nitrobenzoyl)-3-phthalimido-α-D-glucopyranoside

: 108512-24-9
acetyl 3-deoxy-2-methoxy-4,6-bis-O-(p-nitrobenzoyl)-3-phthalimido-α-D-glucopyranoside

Guidance literature:: With sulfuric acid; In acetic acid; at 23 ℃; for 48h;
DOI:10.1021/jo00392a013

Reference yield:

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

: 108512-24-9
acetyl 3-deoxy-2-methoxy-4,6-bis-O-(p-nitrobenzoyl)-3-phthalimido-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 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

With dmap; sulfuric acid; acetic acid; triethylamine; silver(l) oxide; In dichloromethane; acetic acid; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jo00392a013

Reference yield:

: 22509-74-6
N-ethoxycarbonylphthalimide

: 108512-24-9
acetyl 3-deoxy-2-methoxy-4,6-bis-O-(p-nitrobenzoyl)-3-phthalimido-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 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

With dmap; sulfuric acid; acetic acid; triethylamine; silver(l) oxide; In dichloromethane; acetic acid; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jo00392a013