methyl 1-O-(2-difluoromethyl-4-aminophenyl)-2,3,4-tri-O-acetyl-β-D-glucopyranuronate

Base Information

Chemical Name:methyl 1-O-(2-difluoromethyl-4-aminophenyl)-2,3,4-tri-O-acetyl-β-D-glucopyranuronate
CAS No.:1357156-42-3
Molecular Formula:C₂₀H₂₃F₂NO₁₀
Molecular Weight:475.4
Hs Code.:

Synonyms:methyl 1-O-(2-difluoromethyl-4-aminophenyl)-2,3,4-tri-O-acetyl-β-D-glucopyranuronate

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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 methyl 1-O-(2-difluoromethyl-4-aminophenyl)-2,3,4-tri-O-acetyl-β-D-glucopyranuronate

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Technology Process of methyl 1-O-(2-difluoromethyl-4-aminophenyl)-2,3,4-tri-O-acetyl-β-D-glucopyranuronate

There total 5 articles about methyl 1-O-(2-difluoromethyl-4-aminophenyl)-2,3,4-tri-O-acetyl-β-D-glucopyranuronate 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: 94.3%

: 1357156-40-1
methyl 1-O-(2-difluoromethyl-4-nitrophenyl)-2,3,4-tri-O-acetyl-β-D-glucopyranuronate

: 1357156-42-3
methyl 1-O-(2-difluoromethyl-4-aminophenyl)-2,3,4-tri-O-acetyl-β-D-glucopyranuronate

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In acetonitrile; at 20 ℃; under 1368.09 Torr;
DOI:10.1021/ic301827p

Reference yield:

: 148579-83-3
(2S,3R,4S,5S,6S)-2-(2-formyl-4-nitrophenoxy)-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

: 1357156-42-3
methyl 1-O-(2-difluoromethyl-4-aminophenyl)-2,3,4-tri-O-acetyl-β-D-glucopyranuronate

Guidance literature:: Multi-step reaction with 2 steps

1: diethylamino-sulfur trifluoride / dichloromethane / 2 h / 25 °C

2: palladium 10% on activated carbon; hydrogen / methanol; ethyl acetate / 1 h / 20 °C

With diethylamino-sulfur trifluoride; palladium 10% on activated carbon; hydrogen; In methanol; dichloromethane; ethyl acetate;
DOI:10.1021/ja209335z

Reference yield:

: 21085-72-3
1-bromo-2,3,4-tri-O-acetyl-α-D-glucuronic acid methyl ester

: 1357156-42-3
methyl 1-O-(2-difluoromethyl-4-aminophenyl)-2,3,4-tri-O-acetyl-β-D-glucopyranuronate

Guidance literature:: Multi-step reaction with 3 steps

1: silver(l) oxide / acetonitrile / 20 °C

2: diethylamino-sulfur trifluoride / dichloromethane / 2 h / 25 °C

3: palladium 10% on activated carbon; hydrogen / methanol; ethyl acetate / 1 h / 20 °C

With diethylamino-sulfur trifluoride; palladium 10% on activated carbon; hydrogen; silver(l) oxide; In methanol; dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1021/ja209335z