methyl 3-O-allyl-2,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1->3)-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)-4,6-O-benzylidene-α-D-mannopyranoside
CAS No.:431981-81-6
Molecular Formula:C₄₄H₄₄O₁₄
Molecular Weight:796.825
Hs Code.:

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

There total 5 articles about methyl 3-O-allyl-2,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1->3)-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: 85.0%

: 3162-96-7,4148-58-7,4153-17-7,4288-93-1,5328-47-2,6988-39-2,13566-32-0,14155-23-8,27994-50-9,37093-57-5,37093-59-7,57701-27-6,59168-66-0,64552-06-3,65391-13-1,65391-14-2,65530-26-9,66512-65-0,71117-36-7,71117-37-8,71117-41-4,72904-85-9,74560-56-8,79549-74-9,86783-81-5,96093-51-5,98633-13-7,110415-35-5,110415-36-6,110850-29-8,124020-29-7,126924-12-7,129263-21-4,131433-03-9,145920-49-6,146863-04-9
methyl-4,6-O-phenylmethylene-α-D-mannopyranoside

: 3-O-allyl-2,4,6-tri-O-benzoyl-α-D-mannopyranosyl trichloroacetimidate

: 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

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -42 ℃; for 3h;
DOI:10.1016/S0008-6215(02)00011-3

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 5 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

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

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

Guidance literature:: Multi-step reaction with 4 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

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