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

Base Information

Chemical Name:bromo 3-deoxy-2-methoxy-4,6-bis-O-(p-nitrobenzoyl)-3-phthalimido-α-D-glucopyranoside
CAS No.:108512-25-0
Molecular Formula:C₂₉H₂₂BrN₃O₁₂
Molecular Weight:684.411
Hs Code.:

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

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

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

There total 7 articles about bromo 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: 100.0%

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

: 108512-25-0
bromo 3-deoxy-2-methoxy-4,6-bis-O-(p-nitrobenzoyl)-3-phthalimido-α-D-glucopyranoside

Guidance literature:: With Acetyl bromide; hydrogen bromide; In dichloromethane; at 23 ℃; for 16h;
DOI:10.1021/jo00392a013

Reference yield:

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

: 108512-25-0
bromo 3-deoxy-2-methoxy-4,6-bis-O-(p-nitrobenzoyl)-3-phthalimido-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 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: 100 percent / HBr, acetyl bromide / CH₂Cl₂ / 16 h / 23 °C

With dmap; Acetyl bromide; sulfuric acid; hydrogen bromide; 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

: 108512-25-0
bromo 3-deoxy-2-methoxy-4,6-bis-O-(p-nitrobenzoyl)-3-phthalimido-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 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: 100 percent / HBr, acetyl bromide / CH₂Cl₂ / 16 h / 23 °C

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