p-methoxyphenyl 4,6-O-benzylidene-2-deoxy-3-O-(phenylcarbamoyl)-2-phthalimido-β-D-glucopyranoside

Base Information

Chemical Name:p-methoxyphenyl 4,6-O-benzylidene-2-deoxy-3-O-(phenylcarbamoyl)-2-phthalimido-β-D-glucopyranoside
CAS No.:139525-94-3
Molecular Formula:C₃₅H₃₀N₂O₉
Molecular Weight:622.631
Hs Code.:

Synonyms:p-methoxyphenyl 4,6-O-benzylidene-2-deoxy-3-O-(phenylcarbamoyl)-2-phthalimido-β-D-glucopyranoside

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Chemical Property of p-methoxyphenyl 4,6-O-benzylidene-2-deoxy-3-O-(phenylcarbamoyl)-2-phthalimido-β-D-glucopyranoside

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Technology Process of p-methoxyphenyl 4,6-O-benzylidene-2-deoxy-3-O-(phenylcarbamoyl)-2-phthalimido-β-D-glucopyranoside

There total 1 articles about p-methoxyphenyl 4,6-O-benzylidene-2-deoxy-3-O-(phenylcarbamoyl)-2-phthalimido-β-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: 89.0%

: 138906-43-1
4-methoxyphenyl 4,6-di-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 103-71-9
phenyl isocyanate

: 139525-94-3
p-methoxyphenyl 4,6-O-benzylidene-2-deoxy-3-O-(phenylcarbamoyl)-2-phthalimido-β-D-glucopyranoside

Guidance literature:: With triethylamine; In 1,2-dichloro-ethane; for 5h; Ambient temperature;
DOI:10.1021/jo00032a601

Reference yield: 78.0%

: 139525-94-3
p-methoxyphenyl 4,6-O-benzylidene-2-deoxy-3-O-(phenylcarbamoyl)-2-phthalimido-β-D-glucopyranoside

: 139525-96-5
p-methoxyphenyl 6-O-benzyl-2-deoxy-3-O-(phenylcarbamoyl)-2-phthalimido-β-D-glucopyranoside

Guidance literature:: With aluminium trichloride; trimethylamine-borane; 4 A molecular sieve; In tetrahydrofuran; Ambient temperature;
DOI:10.1021/jo00032a601

Reference yield:

: 139525-94-3
p-methoxyphenyl 4,6-O-benzylidene-2-deoxy-3-O-(phenylcarbamoyl)-2-phthalimido-β-D-glucopyranoside

: 3,4-di-O-acetyl-6-O-benzyl-2-deoxy-2-phthalimido-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 78 percent / BH₃*Me₃N, AlCl₃, molecular sieve 4A / tetrahydrofuran / Ambient temperature

2: 81 percent / Et₂NSF₃ / tetrahydrofuran / 50 °C

3: 95 percent / 1M NaOMe / methanol; CH₂Cl₂ / 0 °C

4: pyridine, 4-dimethylaminopyridine / Ambient temperature

5: ceric ammonium nitrate / toluene; acetonitrile; H₂O / 1 h / Ambient temperature

With pyridine; dmap; aluminium trichloride; ammonium cerium(IV) nitrate; diethylamino-sulfur trifluoride; trimethylamine-borane; 4 A molecular sieve; sodium methylate; In tetrahydrofuran; methanol; dichloromethane; water; toluene; acetonitrile;
DOI:10.1021/jo00032a601