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

Base Information

Chemical Name:allyl 2-O-acetyl-3-O-<4,6-di-O-acetyl-2-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-3-O-benzyl-α-D-mannopyranosyl>-α-D-mannopyranoside
CAS No.:165061-04-1
Molecular Formula:C₄₈H₅₇NO₂₃
Molecular Weight:1015.97
Hs Code.:

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

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

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

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

There total 13 articles about allyl 2-O-acetyl-3-O-<4,6-di-O-acetyl-2-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-3-O-benzyl-α-D-mannopyranosyl>-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: 71.0%

: 165061-03-0
allyl 2-O-acetyl-3-O-<4,6-di-O-acetyl-2-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-3-O-benzyl-α-D-mannopyranosyl>-4,6-O-benzylidene-α-D-mannopyranoside

: 165061-04-1
allyl 2-O-acetyl-3-O-<4,6-di-O-acetyl-2-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-3-O-benzyl-α-D-mannopyranosyl>-α-D-mannopyranoside

Guidance literature:: With acetic acid; at 90 ℃; for 1h;
DOI:10.1016/0008-6215(94)00369-Q

Reference yield:

: 81600-93-3
allyl 4,6-di-O-benzylidene-α-D-mannopyranoside

: 165061-04-1
allyl 2-O-acetyl-3-O-<4,6-di-O-acetyl-2-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-3-O-benzyl-α-D-mannopyranosyl>-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: pyridinium p-toluenesulfonate / CH₂Cl₂ / 0.17 h / Ambient temperature

2: AcOH / 0.25 h / Ambient temperature

3: 56 percent / 4A molecular sieves, TMSOTf / CH₂Cl₂ / 0.5 h / Ambient temperature

4: 71 percent / AcOH / 1 h / 90 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; pyridinium p-toluenesulfonate; acetic acid; In dichloromethane;
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

: 165061-04-1
allyl 2-O-acetyl-3-O-<4,6-di-O-acetyl-2-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-3-O-benzyl-α-D-mannopyranosyl>-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 8 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

6: 82 percent / DBU / CH₂Cl₂ / 4 h / Ambient temperature

7: 56 percent / 4A molecular sieves, TMSOTf / CH₂Cl₂ / 0.5 h / Ambient temperature

8: 71 percent / AcOH / 1 h / 90 °C

With pyridine; palladium on activated charcoal; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; methyl trifluoromethanesulfonate; mercury dichloride; mercury(II) oxide; In methanol; dichloromethane; water; acetone;
DOI:10.1016/0008-6215(94)00369-Q