phenyl 3,4-O-isopropylidene-2-O-(4-methoxybenzyl)-1-thio-β-L-fucopyranoside

Base Information

Chemical Name:phenyl 3,4-O-isopropylidene-2-O-(4-methoxybenzyl)-1-thio-β-L-fucopyranoside
CAS No.:196397-63-4
Molecular Formula:C₂₃H₂₈O₅S
Molecular Weight:416.538
Hs Code.:

Synonyms:phenyl 3,4-O-isopropylidene-2-O-(4-methoxybenzyl)-1-thio-β-L-fucopyranoside

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Chemical Property of phenyl 3,4-O-isopropylidene-2-O-(4-methoxybenzyl)-1-thio-β-L-fucopyranoside

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Technology Process of phenyl 3,4-O-isopropylidene-2-O-(4-methoxybenzyl)-1-thio-β-L-fucopyranoside

There total 7 articles about phenyl 3,4-O-isopropylidene-2-O-(4-methoxybenzyl)-1-thio-β-L-fucopyranoside 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

: 196397-63-4
phenyl 3,4-O-isopropylidene-2-O-(4-methoxybenzyl)-1-thio-β-L-fucopyranoside

Guidance literature:: Multi-step reaction with 4 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

With potassium hydroxide; sodium methylate; sodium hydride; toluene-4-sulfonic acid; In methanol; ethanol; 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

: 196397-63-4
phenyl 3,4-O-isopropylidene-2-O-(4-methoxybenzyl)-1-thio-β-L-fucopyranoside

Guidance literature:: Multi-step reaction with 6 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

With pyridine; potassium hydroxide; hydrogen bromide; sodium methylate; sodium hydride; toluene-4-sulfonic acid; In methanol; ethanol; dichloromethane; 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

: 196397-63-4
phenyl 3,4-O-isopropylidene-2-O-(4-methoxybenzyl)-1-thio-β-L-fucopyranoside

Guidance literature:: Multi-step reaction with 5 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

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