4-methoxybenzyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->3)-O-(4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-O-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Base Information

Chemical Name:4-methoxybenzyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->3)-O-(4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-O-2,3,6-tri-O-benzyl-β-D-glucopyranoside
CAS No.:210347-94-7
Molecular Formula:C₇₇H₈₁NO₂₂
Molecular Weight:1372.48
Hs Code.:

4-methoxybenzyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->3)-O-(4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-O-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Synonyms:4-methoxybenzyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->3)-O-(4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-O-2,3,6-tri-O-benzyl-β-D-glucopyranoside

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Chemical Property of 4-methoxybenzyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->3)-O-(4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-O-2,3,6-tri-O-benzyl-β-D-glucopyranoside

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Technology Process of 4-methoxybenzyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->3)-O-(4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-O-2,3,6-tri-O-benzyl-β-D-glucopyranoside

There total 8 articles about 4-methoxybenzyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->3)-O-(4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-O-2,3,6-tri-O-benzyl-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: 77.0%

: 87190-67-8
3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-O-trichloroacetimidate

: 210347-93-6
Acetic acid (2R,3R,4S,5R,6S)-5-benzyloxy-2-benzyloxymethyl-6-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yloxy]-4-hydroxy-tetrahydro-pyran-3-yl ester

: 210347-94-7
4-methoxybenzyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->3)-O-(4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-O-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -70 ℃; for 0.5h;
DOI:10.1016/S0008-6215(97)10043-X

Reference yield:

: 100-39-0
benzyl bromide

: 210347-94-7
4-methoxybenzyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->3)-O-(4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-O-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / NaH / dimethylformamide / 3 h / 0 °C

2: 87 percent / 70percent acetic acid / 3 h / Heating

3: 1.) p-TsOH*H₂O, 2.) 80percent AcOH / 1.) toluene, room temperature, 1.5 h, 2.) H₂O, room temperature, 1.5 h

4: 77 percent / trimethylsilyl trifluoromethane sulfonate / CH₂Cl₂ / 0.5 h / -70 °C

With trimethylsilyl trifluoromethanesulfonate; sodium hydride; toluene-4-sulfonic acid; acetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(97)10043-X

Reference yield:

: 105-13-5
4-Methoxybenzyl alcohol

: 210347-94-7
4-methoxybenzyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->3)-O-(4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-O-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 70 percent / mercuric acetate / 2 h

2: 95 percent / Et₃N / methanol; H₂O / Ambient temperature

3: 1.) p-TsOH*H₂O / 1.) 70 deg C, 2 h, 2.) MeOH, H₂O, reflux, 3 h

4: 94 percent / NaH / dimethylformamide / 3 h / 0 °C

5: 87 percent / 70percent acetic acid / 3 h / Heating

6: 1.) p-TsOH*H₂O, 2.) 80percent AcOH / 1.) toluene, room temperature, 1.5 h, 2.) H₂O, room temperature, 1.5 h

7: 77 percent / trimethylsilyl trifluoromethane sulfonate / CH₂Cl₂ / 0.5 h / -70 °C

With trimethylsilyl trifluoromethanesulfonate; mercury(II) diacetate; sodium hydride; toluene-4-sulfonic acid; acetic acid; triethylamine; In methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(97)10043-X