4'-[3''-methyl prop-2''(E)-enoate]phenyl (3,4,6-tri-O-acetyl-2-deoxy-2-trifluoroacetamido-α-D-glucopyranosyl)-(1->4)-methyl 2,3-di-O-acetyl-β-D-glucopyranosiduronate

Base Information

Chemical Name:4'-[3''-methyl prop-2''(E)-enoate]phenyl (3,4,6-tri-O-acetyl-2-deoxy-2-trifluoroacetamido-α-D-glucopyranosyl)-(1->4)-methyl 2,3-di-O-acetyl-β-D-glucopyranosiduronate
CAS No.:1314133-31-7
Molecular Formula:C₃₅H₄₀F₃NO₁₉
Molecular Weight:835.693
Hs Code.:

4'-[3''-methyl prop-2''(E)-enoate]phenyl (3,4,6-tri-O-acetyl-2-deoxy-2-trifluoroacetamido-α-D-glucopyranosyl)-(1->4)-methyl 2,3-di-O-acetyl-β-D-glucopyranosiduronate

Synonyms:4'-[3''-methyl prop-2''(E)-enoate]phenyl (3,4,6-tri-O-acetyl-2-deoxy-2-trifluoroacetamido-α-D-glucopyranosyl)-(1->4)-methyl 2,3-di-O-acetyl-β-D-glucopyranosiduronate

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Chemical Property of 4'-[3''-methyl prop-2''(E)-enoate]phenyl (3,4,6-tri-O-acetyl-2-deoxy-2-trifluoroacetamido-α-D-glucopyranosyl)-(1->4)-methyl 2,3-di-O-acetyl-β-D-glucopyranosiduronate

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Technology Process of 4'-[3''-methyl prop-2''(E)-enoate]phenyl (3,4,6-tri-O-acetyl-2-deoxy-2-trifluoroacetamido-α-D-glucopyranosyl)-(1->4)-methyl 2,3-di-O-acetyl-β-D-glucopyranosiduronate

There total 1 articles about 4'-[3''-methyl prop-2''(E)-enoate]phenyl (3,4,6-tri-O-acetyl-2-deoxy-2-trifluoroacetamido-α-D-glucopyranosyl)-(1->4)-methyl 2,3-di-O-acetyl-β-D-glucopyranosiduronate 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: 59.0%

: 1314133-23-7
3,4,6-tri-O-acetyl-2-deoxy-2-trifluoroacetamido-α-D-glucopyranosyl-(1->4)-methyl 2,3-di-O-acetyl-7α-D-glucopyranuronosyl trichloroacetimidate

: 3943-97-3
methyl 4-hydroxycinnamate

: 3,4,6-tri-O-acetyl-2-deoxy-2-trifluoroacetamido-α-D-glucopyranosyl-(1->4)-methyl 2,3-di-O-acetyl-α-D-glucopyranosyluronate fluoride

: 1314133-31-7
4'-[3''-methyl prop-2''(E)-enoate]phenyl (3,4,6-tri-O-acetyl-2-deoxy-2-trifluoroacetamido-α-D-glucopyranosyl)-(1->4)-methyl 2,3-di-O-acetyl-β-D-glucopyranosiduronate

Guidance literature:: 3,4,6-tri-O-acetyl-2-deoxy-2-trifluoroacetamido-α-D-glucopyranosyl-(1->4)-methyl 2,3-di-O-acetyl-7α-D-glucopyranuronosyl trichloroacetimidate; methyl 4-hydroxycinnamate; In dichloromethane; at 20 ℃; for 1h; Molecular sieve;

With boron trifluoride diethyl etherate; In dichloromethane; at -15 - 20 ℃; for 16h; Molecular sieve;
DOI:10.1039/c1ob05165b

Reference yield: 77.0%

: 1314133-31-7
4'-[3''-methyl prop-2''(E)-enoate]phenyl (3,4,6-tri-O-acetyl-2-deoxy-2-trifluoroacetamido-α-D-glucopyranosyl)-(1->4)-methyl 2,3-di-O-acetyl-β-D-glucopyranosiduronate

: sodium 4'-[3''-(prop-2''(E)-enoate)]phenyl (2-amino-2-deoxy-α-D-glucopyranosyl)-(1->4)-sodium β-D-glucopyranosiduronate acetate

Guidance literature:: 4'-[3''-methyl prop-2''(E)-enoate]phenyl (3,4,6-tri-O-acetyl-2-deoxy-2-trifluoroacetamido-α-D-glucopyranosyl)-(1->4)-methyl 2,3-di-O-acetyl-β-D-glucopyranosiduronate; With methanol; water; lithium hydroxide; at 0 - 20 ℃; for 20h;

With acetic acid; sodium hydroxide;
DOI:10.1039/c1ob05165b

Reference yield:

: 1314133-31-7
4'-[3''-methyl prop-2''(E)-enoate]phenyl (3,4,6-tri-O-acetyl-2-deoxy-2-trifluoroacetamido-α-D-glucopyranosyl)-(1->4)-methyl 2,3-di-O-acetyl-β-D-glucopyranosiduronate

: 4'-[3'-(sodium prop-2''(E)-enoate)]phenyl (2-acetamido-2-deoxy-α-D-glucopyranosyl)-(1->4)-sodium β-D-glucopyranosiduronate

Guidance literature:: Multi-step reaction with 2 steps

1: methanol; water; lithium hydroxide / 20 h / 0 - 20 °C

2: triethylamine / methanol / 1.5 h / 0 °C / Inert atmosphere

With methanol; water; triethylamine; lithium hydroxide; In methanol;
DOI:10.1039/c1ob05165b