methyl 3-O-allyl-2,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1->3)-2-O-benzoyl-4,6-O-benzylidene-α-D-mannopyranoside

Base Information

Chemical Name:methyl 3-O-allyl-2,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1->3)-2-O-benzoyl-4,6-O-benzylidene-α-D-mannopyranoside
CAS No.:431981-82-7
Molecular Formula:C₅₁H₄₈O₁₅
Molecular Weight:900.933
Hs Code.:

Synonyms:methyl 3-O-allyl-2,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1->3)-2-O-benzoyl-4,6-O-benzylidene-α-D-mannopyranoside

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Chemical Property of methyl 3-O-allyl-2,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1->3)-2-O-benzoyl-4,6-O-benzylidene-α-D-mannopyranoside

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Technology Process of methyl 3-O-allyl-2,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1->3)-2-O-benzoyl-4,6-O-benzylidene-α-D-mannopyranoside

There total 6 articles about methyl 3-O-allyl-2,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1->3)-2-O-benzoyl-4,6-O-benzylidene-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: 100.0%

: 98-88-4
benzoyl chloride

: 431981-81-6
methyl 3-O-allyl-2,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1->3)-4,6-O-benzylidene-α-D-mannopyranoside

: 431981-82-7
methyl 3-O-allyl-2,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1->3)-2-O-benzoyl-4,6-O-benzylidene-α-D-mannopyranoside

Guidance literature:: With pyridine; at 20 ℃;
DOI:10.1016/S0008-6215(02)00011-3

Reference yield:

: 28541-75-5,12167-34-9
p-methoxyphenyl α-D-mannopyranoside

: 431981-82-7
methyl 3-O-allyl-2,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1->3)-2-O-benzoyl-4,6-O-benzylidene-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: Bu₂SnO / methanol / 2 h / Heating

1.2: 65 percent / Bu₄NI / benzene / 24 h / 60 °C

2.1: 100 percent / pyridine / 20 °C

3.1: 80 percent / CAN / acetonitrile; H₂O / 0.17 h / 20 °C

4.1: 90 percent / K₂CO₃ / CH₂Cl₂ / 20 °C

5.1: 85 percent / Me₃SiOTf / CH₂Cl₂ / 3 h / -42 °C

6.1: 100 percent / pyridine / 20 °C

With pyridine; ammonium cerium(IV) nitrate; trimethylsilyl trifluoromethanesulfonate; di(n-butyl)tin oxide; potassium carbonate; In methanol; dichloromethane; water; acetonitrile;
DOI:10.1016/S0008-6215(02)00011-3

Reference yield:

: 319922-17-3
p-methoxyphenyl 3-O-allyl-α-D-mannopyranoside

: 431981-82-7
methyl 3-O-allyl-2,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1->3)-2-O-benzoyl-4,6-O-benzylidene-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / pyridine / 20 °C

2: 80 percent / CAN / acetonitrile; H₂O / 0.17 h / 20 °C

3: 90 percent / K₂CO₃ / CH₂Cl₂ / 20 °C

4: 85 percent / Me₃SiOTf / CH₂Cl₂ / 3 h / -42 °C

5: 100 percent / pyridine / 20 °C

With pyridine; ammonium cerium(IV) nitrate; trimethylsilyl trifluoromethanesulfonate; potassium carbonate; In dichloromethane; water; acetonitrile;
DOI:10.1016/S0008-6215(02)00011-3