4-methoxyphenyl O-(3,6-di-O-acetyl-2,4-di-O-benzyl-β-D-mannopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Base Information

Chemical Name:4-methoxyphenyl O-(3,6-di-O-acetyl-2,4-di-O-benzyl-β-D-mannopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside
CAS No.:866635-77-0
Molecular Formula:C₅₉H₅₉NO₁₅
Molecular Weight:1022.12
Hs Code.:

Synonyms:4-methoxyphenyl O-(3,6-di-O-acetyl-2,4-di-O-benzyl-β-D-mannopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

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Chemical Property of 4-methoxyphenyl O-(3,6-di-O-acetyl-2,4-di-O-benzyl-β-D-mannopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

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Technology Process of 4-methoxyphenyl O-(3,6-di-O-acetyl-2,4-di-O-benzyl-β-D-mannopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

There total 22 articles about 4-methoxyphenyl O-(3,6-di-O-acetyl-2,4-di-O-benzyl-β-D-mannopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-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: 100.0%

: 4-methoxyphenyl 2,4-O-dibenzyl-β-D-mannopyranosyl-(1→ 4)-3,6-O-di-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 108-24-7
acetic anhydride

: 866635-77-0
4-methoxyphenyl O-(3,6-di-O-acetyl-2,4-di-O-benzyl-β-D-mannopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: With pyridine; dmap; for 2h; Cooling with ice;
DOI:10.1039/c8ob01046c

Reference yield:

: 129575-89-9
p-methoxyphenyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 866635-77-0
4-methoxyphenyl O-(3,6-di-O-acetyl-2,4-di-O-benzyl-β-D-mannopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 72.8 percent / Tf₂O; 2,6-di-tert-butylpyridine; molecular sieves 4 Angstroem / 1-benzenesulfinyl piperidine / CH₂Cl₂ / -60 - 0 °C

2: 95.6 percent / acetic acid / H₂O / 4 h / 60 °C

3: 84 percent / DMAP; imidazole / dimethylformamide / 3 h / 0 °C

4: 86 percent / NaH; Bu₄NI / tetrahydrofuran / 3 h / 0 °C

5: TBAF; acetic acid / tetrahydrofuran / 2 h / 20 °C / pH 7 - 8

6: acetic acid; NaOAc; PdCl₂ / H₂O / 20 h / 20 °C

7: 620 mg / pyridine / 4 h / 20 °C

With pyridine; 1H-imidazole; dmap; 2,6-di-tert-butyl-pyridine; trifluoromethylsulfonic anhydride; 4 A molecular sieve; tetrabutyl ammonium fluoride; sodium acetate; tetra-(n-butyl)ammonium iodide; sodium hydride; acetic acid; palladium dichloride; 1-benzenesulfinyl piperidine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

: 196697-67-3
(2R,4aR,6R,7S,8S,8aR)-8-Allyloxy-7-benzyloxy-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine

: 866635-77-0
4-methoxyphenyl O-(3,6-di-O-acetyl-2,4-di-O-benzyl-β-D-mannopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 72.8 percent / Tf₂O; 2,6-di-tert-butylpyridine; molecular sieves 4 Angstroem / 1-benzenesulfinyl piperidine / CH₂Cl₂ / -60 - 0 °C

2: 95.6 percent / acetic acid / H₂O / 4 h / 60 °C

3: 84 percent / DMAP; imidazole / dimethylformamide / 3 h / 0 °C

4: 86 percent / NaH; Bu₄NI / tetrahydrofuran / 3 h / 0 °C

5: TBAF; acetic acid / tetrahydrofuran / 2 h / 20 °C / pH 7 - 8

6: acetic acid; NaOAc; PdCl₂ / H₂O / 20 h / 20 °C

7: 620 mg / pyridine / 4 h / 20 °C

With pyridine; 1H-imidazole; dmap; 2,6-di-tert-butyl-pyridine; trifluoromethylsulfonic anhydride; 4 A molecular sieve; tetrabutyl ammonium fluoride; sodium acetate; tetra-(n-butyl)ammonium iodide; sodium hydride; acetic acid; palladium dichloride; 1-benzenesulfinyl piperidine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;