2,3-O-acetyl-6-O-benzyl-4-O-(2,3,4-tri-O-benzyl-6-O-acetyl-β-D-glucopyranosyl)-β-D-galactopyranosyl N-phenyltrifluoroacetimidate

Base Information

Chemical Name:2,3-O-acetyl-6-O-benzyl-4-O-(2,3,4-tri-O-benzyl-6-O-acetyl-β-D-glucopyranosyl)-β-D-galactopyranosyl N-phenyltrifluoroacetimidate
CAS No.:1448001-59-9
Molecular Formula:C₅₄H₅₆F₃NO₁₄
Molecular Weight:1000.03
Hs Code.:

Synonyms:2,3-O-acetyl-6-O-benzyl-4-O-(2,3,4-tri-O-benzyl-6-O-acetyl-β-D-glucopyranosyl)-β-D-galactopyranosyl N-phenyltrifluoroacetimidate

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Chemical Property of 2,3-O-acetyl-6-O-benzyl-4-O-(2,3,4-tri-O-benzyl-6-O-acetyl-β-D-glucopyranosyl)-β-D-galactopyranosyl N-phenyltrifluoroacetimidate

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Technology Process of 2,3-O-acetyl-6-O-benzyl-4-O-(2,3,4-tri-O-benzyl-6-O-acetyl-β-D-glucopyranosyl)-β-D-galactopyranosyl N-phenyltrifluoroacetimidate

There total 17 articles about 2,3-O-acetyl-6-O-benzyl-4-O-(2,3,4-tri-O-benzyl-6-O-acetyl-β-D-glucopyranosyl)-β-D-galactopyranosyl N-phenyltrifluoroacetimidate 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:

: 176299-96-0
4-methoxyphenyl 4,6-O-benzylidene-β-D-galactopyranoside

: 1448001-59-9
2,3-O-acetyl-6-O-benzyl-4-O-(2,3,4-tri-O-benzyl-6-O-acetyl-β-D-glucopyranosyl)-β-D-galactopyranosyl N-phenyltrifluoroacetimidate

Guidance literature:: Multi-step reaction with 5 steps

1: pyridine / dichloromethane / 10 h / 0 - 20 °C

2: sodium cyanotrihydroborate; hydrogenchloride / tetrahydrofuran; diethyl ether / 2 h / 0 °C / Molecular sieve

3: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 2 h / -78 °C / Molecular sieve; Inert atmosphere

4: ammonium cerium (IV) nitrate / toluene; acetonitrile; water / 1 h / 0 °C

5: potassium carbonate / acetone / 3 h

With pyridine; hydrogenchloride; ammonium cerium (IV) nitrate; sodium cyanotrihydroborate; trimethylsilyl trifluoromethanesulfonate; potassium carbonate; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetone; toluene; acetonitrile;
DOI:10.1039/c3ob40552d

Reference yield:

: 1238200-49-1
p-methoxyphenyl 2,3-O-acetyl-4,6-O-benzylidene-β-D-galactopyranoside

: 1448001-59-9
2,3-O-acetyl-6-O-benzyl-4-O-(2,3,4-tri-O-benzyl-6-O-acetyl-β-D-glucopyranosyl)-β-D-galactopyranosyl N-phenyltrifluoroacetimidate

Guidance literature:: Multi-step reaction with 4 steps

1: sodium cyanotrihydroborate; hydrogenchloride / tetrahydrofuran; diethyl ether / 2 h / 0 °C / Molecular sieve

2: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 2 h / -78 °C / Molecular sieve; Inert atmosphere

3: ammonium cerium (IV) nitrate / toluene; acetonitrile; water / 1 h / 0 °C

4: potassium carbonate / acetone / 3 h

With hydrogenchloride; ammonium cerium (IV) nitrate; sodium cyanotrihydroborate; trimethylsilyl trifluoromethanesulfonate; potassium carbonate; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetone; toluene; acetonitrile;
DOI:10.1039/c3ob40552d

Reference yield:

: 1238200-88-8
para-methoxyphenyl-2,3-di-O-acetyl-6-O-benzyl-1-O-β-D-galactopyranoside

: 1448001-59-9
2,3-O-acetyl-6-O-benzyl-4-O-(2,3,4-tri-O-benzyl-6-O-acetyl-β-D-glucopyranosyl)-β-D-galactopyranosyl N-phenyltrifluoroacetimidate

Guidance literature:: Multi-step reaction with 3 steps

1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 2 h / -78 °C / Molecular sieve; Inert atmosphere

2: ammonium cerium (IV) nitrate / toluene; acetonitrile; water / 1 h / 0 °C

3: potassium carbonate / acetone / 3 h

With ammonium cerium (IV) nitrate; trimethylsilyl trifluoromethanesulfonate; potassium carbonate; In dichloromethane; water; acetone; toluene; acetonitrile;
DOI:10.1039/c3ob40552d