8-methoxycarbonyloctyl 2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1[*]3)-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-galactopyranoside

Base Information

Chemical Name:8-methoxycarbonyloctyl 2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1[*]3)-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-galactopyranoside
CAS No.:174278-17-2
Molecular Formula:C₅₈H₆₅NO₁₃
Molecular Weight:984.153
Hs Code.:

Synonyms:8-methoxycarbonyloctyl 2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1[*]3)-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-galactopyranoside

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Chemical Property of 8-methoxycarbonyloctyl 2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1[*]3)-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-galactopyranoside

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Technology Process of 8-methoxycarbonyloctyl 2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1[*]3)-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-galactopyranoside

There total 5 articles about 8-methoxycarbonyloctyl 2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1[*]3)-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-galactopyranoside 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: 80.0%

: 131545-02-3,116391-11-8
ethyl 2,3,4-tri-O-benzyl-1-thio-α-L-fucopyranoside

: 174278-16-1
8-methoxycarbonyloctyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-galactopyranoside

: 174278-17-2
8-methoxycarbonyloctyl 2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1[*]3)-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-galactopyranoside

Guidance literature:: With 2,6-di-tert-butyl-4-methylpyridine; 4 A molecular sieve; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In dichloromethane; for 3h; Ambient temperature;
DOI:10.1016/0008-6215(95)00326-6

Reference yield:

: 34957-73-8
methyl 9-hydroxynonanoate

: 174278-17-2
8-methoxycarbonyloctyl 2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1[*]3)-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) silver trifluoromethanesulfonate, 4A molecular sieves / 1.) CH₂Cl₂, RT, 1 h, 2.) CH₂Cl₂, -78 deg C, 2 h

2: sodium methoxide, methanol / 1 h

3: 80 percent / p-toluenesulfonic acid / acetonitrile; dimethylformamide / 4 h

4: 80 percent / DMTST, 4A molecular sieves, DTBMP / CH₂Cl₂ / 3 h / Ambient temperature

With methanol; 2,6-di-tert-butyl-4-methylpyridine; 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; toluene-4-sulfonic acid; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/0008-6215(95)00326-6

Reference yield:

: 90458-06-3
3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl bromide

: 174278-17-2
8-methoxycarbonyloctyl 2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1[*]3)-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) silver trifluoromethanesulfonate, 4A molecular sieves / 1.) CH₂Cl₂, RT, 1 h, 2.) CH₂Cl₂, -78 deg C, 2 h

2: sodium methoxide, methanol / 1 h

3: 80 percent / p-toluenesulfonic acid / acetonitrile; dimethylformamide / 4 h

4: 80 percent / DMTST, 4A molecular sieves, DTBMP / CH₂Cl₂ / 3 h / Ambient temperature

With methanol; 2,6-di-tert-butyl-4-methylpyridine; 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; toluene-4-sulfonic acid; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/0008-6215(95)00326-6