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

Base Information

Chemical Name:8-methoxycarbonyloctyl 2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1[*]2)-3,4-O-isopropylidene-α-L-fucopyranosyl-(1[*]3)-2-deoxy-4,6-O-isopropylidene-2-phthalimido-β-D-galactopyranoside
CAS No.:174278-19-4
Molecular Formula:C₆₃H₇₉NO₁₇
Molecular Weight:1122.32
Hs Code.:

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

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

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

There total 8 articles about 8-methoxycarbonyloctyl 2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1[*]2)-3,4-O-isopropylidene-α-L-fucopyranosyl-(1[*]3)-2-deoxy-4,6-O-isopropylidene-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: 61.0%

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

: 174278-18-3
8-methoxycarbonyloctyl 3,4-O-isopropylidene-α-L-fucopyranosyl-(1[*]3)-2-deoxy-4,6-O-isopropylidene-2-phthalimido-β-D-galactopyranoside

: 174278-19-4
8-methoxycarbonyloctyl 2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1[*]2)-3,4-O-isopropylidene-α-L-fucopyranosyl-(1[*]3)-2-deoxy-4,6-O-isopropylidene-2-phthalimido-β-D-galactopyranoside

Guidance literature:: With 2,6-di-tert-butyl-4-methylpyridine; 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; for 0.333333h; Ambient temperature;
DOI:10.1016/0008-6215(95)00326-6

Reference yield:

: 34957-73-8
methyl 9-hydroxynonanoate

: 174278-19-4
8-methoxycarbonyloctyl 2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1[*]2)-3,4-O-isopropylidene-α-L-fucopyranosyl-(1[*]3)-2-deoxy-4,6-O-isopropylidene-2-phthalimido-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 7 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

5: H₂ / 5percent Pd/C / ethanol / 36 h / 750.06 Torr

6: 100 percent / p-toluenesulfonic acid / acetonitrile; dimethylformamide / 2 h / 50 °C

7: 61 percent / 4A molecular sieves, DTBMP, silver trifluoromethanesulfonate / CH₂Cl₂ / 0.33 h / Ambient temperature

With methanol; 2,6-di-tert-butyl-4-methylpyridine; 4 A molecular sieve; hydrogen; sodium methylate; silver trifluoromethanesulfonate; toluene-4-sulfonic acid; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; palladium on activated charcoal; In ethanol; 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

: 174278-19-4
8-methoxycarbonyloctyl 2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1[*]2)-3,4-O-isopropylidene-α-L-fucopyranosyl-(1[*]3)-2-deoxy-4,6-O-isopropylidene-2-phthalimido-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 7 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

5: H₂ / 5percent Pd/C / ethanol / 36 h / 750.06 Torr

6: 100 percent / p-toluenesulfonic acid / acetonitrile; dimethylformamide / 2 h / 50 °C

7: 61 percent / 4A molecular sieves, DTBMP, silver trifluoromethanesulfonate / CH₂Cl₂ / 0.33 h / Ambient temperature

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