methyl 6-O-benzoyl-2-deoxy-2-phthalimido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-glucopyranoside

Base Information

Chemical Name:methyl 6-O-benzoyl-2-deoxy-2-phthalimido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-glucopyranoside
CAS No.:181023-20-1
Molecular Formula:C₆₃H₆₇NO₂₁
Molecular Weight:1174.22
Hs Code.:

methyl 6-O-benzoyl-2-deoxy-2-phthalimido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-glucopyranoside

Synonyms:methyl 6-O-benzoyl-2-deoxy-2-phthalimido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-glucopyranoside

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Chemical Property of methyl 6-O-benzoyl-2-deoxy-2-phthalimido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-glucopyranoside

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Technology Process of methyl 6-O-benzoyl-2-deoxy-2-phthalimido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-glucopyranoside

There total 5 articles about methyl 6-O-benzoyl-2-deoxy-2-phthalimido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-glucopyranoside 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: 81.0%

: Carbonic acid isopropenyl ester (3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl ester

: 181023-19-8
methyl 6-O-benzoyl-2-deoxy-2-phthalimido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside

: 181023-20-1
methyl 6-O-benzoyl-2-deoxy-2-phthalimido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-glucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In diethyl ether; at 0 ℃; for 0.666667h;
DOI:10.1016/S0957-4166(98)00246-8

Reference yield:

: 136882-36-5,79528-50-0
2-((2S,3R,4R,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-2-phenylsulfanyl-tetrahydro-pyran-3-yl)-isoindole-1,3-dione

: 181023-20-1
methyl 6-O-benzoyl-2-deoxy-2-phthalimido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) (Bu₃Sn)2O / 1.) toluene, reflux, 15 h, 2.) toluene, RT, 5 h

2: 70 percent / AgOTf, SnCl₂, molecular sieves 4 Angstroem / toluene; CH₂Cl₂ / 2 h / -15 - 20 °C

3: 95 percent / tris (4-bromophenyl) ammoniumyl hexachloroantimonate, molecular sieves 4 Angstroem / acetonitrile / 1 h / Ambient temperature

4: 81 percent / TMSOTf, molecular sieves 4 Angstroem / diethyl ether / 0.67 h / 0 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; silver trifluoromethanesulfonate; tris(p-bromophenylammoniumyl) hexachloroantimonate; bis(tri-n-butyltin)oxide; tin(ll) chloride; In diethyl ether; dichloromethane; toluene; acetonitrile;
DOI:10.1016/S0957-4166(98)00246-8

Reference yield:

: 79528-49-7
phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: 181023-20-1
methyl 6-O-benzoyl-2-deoxy-2-phthalimido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: NaOMe, MeOH / 2 h / Ambient temperature

2: 1.) (Bu₃Sn)2O / 1.) toluene, reflux, 15 h, 2.) toluene, RT, 5 h

3: 70 percent / AgOTf, SnCl₂, molecular sieves 4 Angstroem / toluene; CH₂Cl₂ / 2 h / -15 - 20 °C

4: 95 percent / tris (4-bromophenyl) ammoniumyl hexachloroantimonate, molecular sieves 4 Angstroem / acetonitrile / 1 h / Ambient temperature

5: 81 percent / TMSOTf, molecular sieves 4 Angstroem / diethyl ether / 0.67 h / 0 °C

With methanol; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; tris(p-bromophenylammoniumyl) hexachloroantimonate; bis(tri-n-butyltin)oxide; tin(ll) chloride; In diethyl ether; dichloromethane; toluene; acetonitrile;
DOI:10.1016/S0957-4166(98)00246-8