ethyl 4-O-acetyl-3-O-(p-methoxybenzyl)-2-O-methyl-1-thio-β-L-fucopyranoside

Base Information

Chemical Name:ethyl 4-O-acetyl-3-O-(p-methoxybenzyl)-2-O-methyl-1-thio-β-L-fucopyranoside
CAS No.:146399-63-5
Molecular Formula:C₁₉H₂₈O₆S
Molecular Weight:384.494
Hs Code.:

Synonyms:ethyl 4-O-acetyl-3-O-(p-methoxybenzyl)-2-O-methyl-1-thio-β-L-fucopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of ethyl 4-O-acetyl-3-O-(p-methoxybenzyl)-2-O-methyl-1-thio-β-L-fucopyranoside

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Technology Process of ethyl 4-O-acetyl-3-O-(p-methoxybenzyl)-2-O-methyl-1-thio-β-L-fucopyranoside

There total 7 articles about ethyl 4-O-acetyl-3-O-(p-methoxybenzyl)-2-O-methyl-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: 95.0%

: 108-24-7
acetic anhydride

: 146399-62-4
ethyl 3-O-(p-methoxybenzyl)-2-O-methyl-1-thio-β-L-fucopyranoside

: 146399-63-5
ethyl 4-O-acetyl-3-O-(p-methoxybenzyl)-2-O-methyl-1-thio-β-L-fucopyranoside

Guidance literature:: In pyridine;
DOI:10.1007/bf02495661

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

: 146399-63-5
ethyl 4-O-acetyl-3-O-(p-methoxybenzyl)-2-O-methyl-1-thio-β-L-fucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) Ac₂O, AcONa, 2.) Et₂O*BF₃, 3.) MeONa / 1.) 100 deg C, 2.) CH₂Cl₂, 8 h, 3.) MeOH, 20 deg C, 16 h

2: TsOH*H₂O / 24 h / 20 °C

3: KOH / dimethylsulfoxide / 0.5 h / 30 - 40 °C

4: 90percent aq. CF₃COOH / CHCl₃ / 0.25 h / 20 °C

5: 1.) Bu₂SnO, 2.) Et₄NBr / 1.) benzene, reflux, 2.) reflux

6: 95 percent / pyridine

With potassium hydroxide; boron trifluoride diethyl etherate; tetraethylammonium bromide; sodium methylate; sodium acetate; acetic anhydride; di(n-butyl)tin oxide; toluene-4-sulfonic acid; trifluoroacetic acid; In pyridine; chloroform; dimethyl sulfoxide;
DOI:10.1007/bf02495661

Reference yield:

: 132799-10-1
ethyl 1-thio-α-L-fucopyranoside

: 146399-63-5
ethyl 4-O-acetyl-3-O-(p-methoxybenzyl)-2-O-methyl-1-thio-β-L-fucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: TsOH*H₂O / 24 h / 20 °C

2: KOH / dimethylsulfoxide / 0.5 h / 30 - 40 °C

3: 90percent aq. CF₃COOH / CHCl₃ / 0.25 h / 20 °C

4: 1.) Bu₂SnO, 2.) Et₄NBr / 1.) benzene, reflux, 2.) reflux

5: 95 percent / pyridine

With potassium hydroxide; tetraethylammonium bromide; di(n-butyl)tin oxide; toluene-4-sulfonic acid; trifluoroacetic acid; In pyridine; chloroform; dimethyl sulfoxide;
DOI:10.1007/bf02495661