phenyl 2,6-di-O-benzoyl-4-O-(2,6-di-O-benzoyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-3-O-[3,4-O-isopropylidene-2-O-(4-methoxybenzyl)-α-L-fucopyranosyl]-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:phenyl 2,6-di-O-benzoyl-4-O-(2,6-di-O-benzoyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-3-O-[3,4-O-isopropylidene-2-O-(4-methoxybenzyl)-α-L-fucopyranosyl]-1-thio-β-D-glucopyranoside
CAS No.:578738-08-6
Molecular Formula:C₆₆H₆₈O₁₉S
Molecular Weight:1197.32
Hs Code.:

phenyl 2,6-di-O-benzoyl-4-O-(2,6-di-O-benzoyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-3-O-[3,4-O-isopropylidene-2-O-(4-methoxybenzyl)-α-L-fucopyranosyl]-1-thio-β-D-glucopyranoside

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Chemical Property of phenyl 2,6-di-O-benzoyl-4-O-(2,6-di-O-benzoyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-3-O-[3,4-O-isopropylidene-2-O-(4-methoxybenzyl)-α-L-fucopyranosyl]-1-thio-β-D-glucopyranoside

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Technology Process of phenyl 2,6-di-O-benzoyl-4-O-(2,6-di-O-benzoyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-3-O-[3,4-O-isopropylidene-2-O-(4-methoxybenzyl)-α-L-fucopyranosyl]-1-thio-β-D-glucopyranoside

There total 7 articles about phenyl 2,6-di-O-benzoyl-4-O-(2,6-di-O-benzoyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-3-O-[3,4-O-isopropylidene-2-O-(4-methoxybenzyl)-α-L-fucopyranosyl]-1-thio-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:

: 16741-27-8
2,3,4-tri-O-acetyl-α-L-fucopyranosyl bromide

: 578738-08-6
phenyl 2,6-di-O-benzoyl-4-O-(2,6-di-O-benzoyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-3-O-[3,4-O-isopropylidene-2-O-(4-methoxybenzyl)-α-L-fucopyranosyl]-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: KOH / aq. ethanol; acetone; ethyl acetate / 2 h / 20 °C

2.1: NaOMe / methanol / 12 h / 20 °C

3.1: pTsOH / acetonitrile / 10 h / 20 °C

4.1: NaH / dimethylformamide / 1 h / 20 °C

4.2: dimethylformamide / 2 h / 0 - 20 °C

5.1: 29 percent Spectr_. / MS 4 Angstroem; NIS; TfOH / CHCl₃ / 0.25 h / -30 °C

With potassium hydroxide; N-iodo-succinimide; trifluorormethanesulfonic acid; MS 4 Angstroem; sodium methylate; sodium hydride; toluene-4-sulfonic acid; In methanol; ethanol; chloroform; ethyl acetate; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1016/S0008-6215(03)00053-3

Reference yield:

: 73-34-7,87-96-7,488-79-9,551-63-3,609-01-8,643-17-4,643-18-5,4164-09-4,6014-42-2,6155-36-8,6189-71-5,6696-41-9,6736-43-2,13224-93-6,22611-09-2,28161-49-1,28161-50-4,28161-52-6,45864-36-6,63814-64-2,71116-59-1,71116-61-5,72598-05-1,87936-88-7,87936-89-8,97466-79-0,116908-82-8,120442-60-6,123484-22-0,133576-32-6
6-deoxy-L-galactose

: 578738-08-6
phenyl 2,6-di-O-benzoyl-4-O-(2,6-di-O-benzoyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-3-O-[3,4-O-isopropylidene-2-O-(4-methoxybenzyl)-α-L-fucopyranosyl]-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1.1: pyridine / 20 °C

2.1: 33 percent HBr(AcOH) / acetic anhydride; CH₂Cl₂ / 4 h / 20 °C

3.1: KOH / aq. ethanol; acetone; ethyl acetate / 2 h / 20 °C

4.1: NaOMe / methanol / 12 h / 20 °C

5.1: pTsOH / acetonitrile / 10 h / 20 °C

6.1: NaH / dimethylformamide / 1 h / 20 °C

6.2: dimethylformamide / 2 h / 0 - 20 °C

7.1: 29 percent Spectr_. / MS 4 Angstroem; NIS; TfOH / CHCl₃ / 0.25 h / -30 °C

With pyridine; potassium hydroxide; N-iodo-succinimide; trifluorormethanesulfonic acid; MS 4 Angstroem; hydrogen bromide; sodium methylate; sodium hydride; toluene-4-sulfonic acid; In methanol; ethanol; dichloromethane; chloroform; acetic anhydride; ethyl acetate; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1016/S0008-6215(03)00053-3

Reference yield:

: 7404-35-5,17081-04-8,20853-37-6,27821-10-9,27821-11-0,30021-94-4,33947-15-8,34371-40-9,34371-41-0,35521-79-0,36807-81-5,36807-82-6,50615-78-6,51921-33-6,62182-03-0,64913-16-2,70004-81-8,84622-47-9,87303-56-8,108942-32-1,108942-33-2,109430-94-6,143394-72-3,24332-95-4
1,2,3,4-tetra-O-acetyl-L-fucopyranose

: 578738-08-6
phenyl 2,6-di-O-benzoyl-4-O-(2,6-di-O-benzoyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-3-O-[3,4-O-isopropylidene-2-O-(4-methoxybenzyl)-α-L-fucopyranosyl]-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: 33 percent HBr(AcOH) / acetic anhydride; CH₂Cl₂ / 4 h / 20 °C

2.1: KOH / aq. ethanol; acetone; ethyl acetate / 2 h / 20 °C

3.1: NaOMe / methanol / 12 h / 20 °C

4.1: pTsOH / acetonitrile / 10 h / 20 °C

5.1: NaH / dimethylformamide / 1 h / 20 °C

5.2: dimethylformamide / 2 h / 0 - 20 °C

6.1: 29 percent Spectr_. / MS 4 Angstroem; NIS; TfOH / CHCl₃ / 0.25 h / -30 °C

With potassium hydroxide; N-iodo-succinimide; trifluorormethanesulfonic acid; MS 4 Angstroem; hydrogen bromide; sodium methylate; sodium hydride; toluene-4-sulfonic acid; In methanol; ethanol; dichloromethane; chloroform; acetic anhydride; ethyl acetate; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1016/S0008-6215(03)00053-3