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

Base Information

Chemical Name:allyl 3-O-benzyl-2,6-bis-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-α-D-mannopyranoside
CAS No.:165061-00-7
Molecular Formula:C₅₆H₆₀N₂O₂₄
Molecular Weight:1145.09
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

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

There total 6 articles about allyl 3-O-benzyl-2,6-bis-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-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%

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

: 165060-99-1
allyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1<*>2)-3-O-benzyl-α-D-mannopyranoside

: 165061-00-7
allyl 3-O-benzyl-2,6-bis-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-α-D-mannopyranoside

Guidance literature:: With 4 A molecular sieve; methyl trifluoromethanesulfonate; In dichloromethane; for 12h;
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

: 165061-00-7
allyl 3-O-benzyl-2,6-bis-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

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

2: 80 percent / AcOH / 0.5 h / 90 °C

3: 71 percent / 4A molecular sieves, MeOTf / CH₂Cl₂ / 12 h

With 4 A molecular sieve; acetic acid; methyl trifluoromethanesulfonate; In dichloromethane;
DOI:10.1016/0008-6215(94)00369-Q

Reference yield:

: 100-39-0
benzyl bromide

: 165061-00-7
allyl 3-O-benzyl-2,6-bis-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 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: 71 percent / 4A molecular sieves, MeOTf / CH₂Cl₂ / 12 h

With potassium fluoride; 4 A molecular sieve; tetra-(n-butyl)ammonium iodide; di(n-butyl)tin oxide; acetic acid; methyl trifluoromethanesulfonate; In dichloromethane;
DOI:10.1016/0008-6215(94)00369-Q