O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1<*>2)-2,4-di-O-acetyl-3-O-benzyl-α-D-mannopyranoside

Base Information

Chemical Name:O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1<*>2)-2,4-di-O-acetyl-3-O-benzyl-α-D-mannopyranoside
CAS No.:165061-08-5
Molecular Formula:C₃₇H₄₁NO₁₇
Molecular Weight:771.729
Hs Code.:

Synonyms:O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1<*>2)-2,4-di-O-acetyl-3-O-benzyl-α-D-mannopyranoside

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Chemical Property of O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1<*>2)-2,4-di-O-acetyl-3-O-benzyl-α-D-mannopyranoside

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Technology Process of O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1<*>2)-2,4-di-O-acetyl-3-O-benzyl-α-D-mannopyranoside

There total 8 articles about O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1<*>2)-2,4-di-O-acetyl-3-O-benzyl-α-D-mannopyranoside 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:

: Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-6-((2R,3S,4S,5R,6R)-5-acetoxy-6-acetoxymethyl-4-benzyloxy-2-isopropenyloxy-tetrahydro-pyran-3-yloxy)-2-acetoxymethyl-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-4-yl ester

: 165061-08-5
O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1<*>2)-2,4-di-O-acetyl-3-O-benzyl-α-D-mannopyranoside

Guidance literature:: With mercury dichloride; mercury(II) oxide; In water; acetone; for 0.333333h; Yield given; Ambient temperature;
DOI:10.1016/0008-6215(94)00369-Q

Reference yield:

: 99409-32-2
ethyl-3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: 165061-08-5
O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1<*>2)-2,4-di-O-acetyl-3-O-benzyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 61 percent / 4A molecular sieves, MeOTf / CH₂Cl₂ / 15 h / Ambient temperature

2: 80 percent / AcOH / 0.5 h / 90 °C

3: 90 percent / pyridine / 2 h / Ambient temperature

4: 10percent Pd/C / methanol / 7 h / 70 °C

5: HgCl₂, HgO / acetone; H₂O / 0.33 h / Ambient temperature

With pyridine; palladium on activated charcoal; 4 A molecular sieve; acetic acid; methyl trifluoromethanesulfonate; mercury dichloride; mercury(II) oxide; In methanol; dichloromethane; water; acetone;
DOI:10.1016/0008-6215(94)00369-Q

Reference yield:

: 100-39-0
benzyl bromide

: 165061-08-5
O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1<*>2)-2,4-di-O-acetyl-3-O-benzyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) n-Bu₂SnO, 2.) n-Bu₄NI, 3.) aq. KF

2: 61 percent / 4A molecular sieves, MeOTf / CH₂Cl₂ / 15 h / Ambient temperature

3: 80 percent / AcOH / 0.5 h / 90 °C

4: 90 percent / pyridine / 2 h / Ambient temperature

5: 10percent Pd/C / methanol / 7 h / 70 °C

6: HgCl₂, HgO / acetone; H₂O / 0.33 h / Ambient temperature

With pyridine; potassium fluoride; palladium on activated charcoal; 4 A molecular sieve; tetra-(n-butyl)ammonium iodide; di(n-butyl)tin oxide; acetic acid; methyl trifluoromethanesulfonate; mercury dichloride; mercury(II) oxide; In methanol; dichloromethane; water; acetone;
DOI:10.1016/0008-6215(94)00369-Q