octyl 2,3-di-O-benzyl-4-O-methyl-6-O-<3,4,6-tri-O-benzyl-2-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-α-D-mannopyranosyl>-β-D-glucopyranoside

Base Information

Chemical Name:octyl 2,3-di-O-benzyl-4-O-methyl-6-O-<3,4,6-tri-O-benzyl-2-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-α-D-mannopyranosyl>-β-D-glucopyranoside
CAS No.:118250-08-1
Molecular Formula:C₇₆H₈₉NO₂₀
Molecular Weight:1336.54
Hs Code.:

octyl 2,3-di-O-benzyl-4-O-methyl-6-O-<3,4,6-tri-O-benzyl-2-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-α-D-mannopyranosyl>-β-D-glucopyranoside

Synonyms:octyl 2,3-di-O-benzyl-4-O-methyl-6-O-<3,4,6-tri-O-benzyl-2-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-α-D-mannopyranosyl>-β-D-glucopyranoside

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Chemical Property of octyl 2,3-di-O-benzyl-4-O-methyl-6-O-<3,4,6-tri-O-benzyl-2-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-α-D-mannopyranosyl>-β-D-glucopyranoside

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Technology Process of octyl 2,3-di-O-benzyl-4-O-methyl-6-O-<3,4,6-tri-O-benzyl-2-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-α-D-mannopyranosyl>-β-D-glucopyranoside

There total 10 articles about octyl 2,3-di-O-benzyl-4-O-methyl-6-O-<3,4,6-tri-O-benzyl-2-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-α-D-mannopyranosyl>-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: 72.0%

: 70831-94-6
3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-D-glucopyranosyl bromide

: 118250-02-5
(2S,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-3-methoxy-6-octyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-ol

: 118250-08-1
octyl 2,3-di-O-benzyl-4-O-methyl-6-O-<3,4,6-tri-O-benzyl-2-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-α-D-mannopyranosyl>-β-D-glucopyranoside

Guidance literature:: With 2,4,6-trimethyl-pyridine; 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; for 1h; Ambient temperature;
DOI:10.1016/0008-6215(88)84115-6

Reference yield:

: 100-39-0
benzyl bromide

: 118250-08-1
octyl 2,3-di-O-benzyl-4-O-methyl-6-O-<3,4,6-tri-O-benzyl-2-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-α-D-mannopyranosyl>-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: NaH (60percent, dispersion im oil) / dimethylformamide / 20 h / Ambient temperature

2: 86 percent / aq. 80percent acetic acid / CH₂Cl₂ / 2 h / 80 °C

3: 77.6 percent / pyridine / 15 h / Ambient temperature

4: 84.7 percent / sodium hydride (50percent oil dispersion) / 3 h / Ambient temperature

5: 80.2 percent / 80percent aq. acetic acid / 15 h

6: 76 percent / silver trifluoromethanesulfonate, tetramethylurea / CH₂Cl₂ / 2 h

7: 87 percent / sodium methoxide / methanol

8: 72 percent / silver trifluoromethanesulfonate, sym-collidine, molecular sieve (4 Angstroem) / CH₂Cl₂ / 1 h / Ambient temperature

With pyridine; 2,4,6-trimethyl-pyridine; 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; acetic acid; tetramethylurea; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(88)84115-6

Reference yield:

: 118249-73-3
n-octyl 4,6-O-benzylidene-β-D-glucopyranoside

: 118250-08-1
octyl 2,3-di-O-benzyl-4-O-methyl-6-O-<3,4,6-tri-O-benzyl-2-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-α-D-mannopyranosyl>-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: NaH (60percent, dispersion im oil) / dimethylformamide / 20 h / Ambient temperature

2: 86 percent / aq. 80percent acetic acid / CH₂Cl₂ / 2 h / 80 °C

3: 77.6 percent / pyridine / 15 h / Ambient temperature

4: 84.7 percent / sodium hydride (50percent oil dispersion) / 3 h / Ambient temperature

5: 80.2 percent / 80percent aq. acetic acid / 15 h

6: 76 percent / silver trifluoromethanesulfonate, tetramethylurea / CH₂Cl₂ / 2 h

7: 87 percent / sodium methoxide / methanol

8: 72 percent / silver trifluoromethanesulfonate, sym-collidine, molecular sieve (4 Angstroem) / CH₂Cl₂ / 1 h / Ambient temperature

With pyridine; 2,4,6-trimethyl-pyridine; 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; acetic acid; tetramethylurea; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(88)84115-6