benzyl O-(2,3,6-tri-O-benzoyl-4-deoxy-4-fluoro-β-D-glucopyranosyl)-(1->3)-2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-tert-butyldimethylsilyl-β-D-galactopyranoside

Base Information

Chemical Name:benzyl O-(2,3,6-tri-O-benzoyl-4-deoxy-4-fluoro-β-D-glucopyranosyl)-(1->3)-2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-tert-butyldimethylsilyl-β-D-galactopyranoside
CAS No.:461025-99-0
Molecular Formula:C₄₆H₄₆FNO₁₅
Molecular Weight:871.867
Hs Code.:

benzyl O-(2,3,6-tri-O-benzoyl-4-deoxy-4-fluoro-β-D-glucopyranosyl)-(1->3)-2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-tert-butyldimethylsilyl-β-D-galactopyranoside

Synonyms:benzyl O-(2,3,6-tri-O-benzoyl-4-deoxy-4-fluoro-β-D-glucopyranosyl)-(1->3)-2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-tert-butyldimethylsilyl-β-D-galactopyranoside

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Chemical Property of benzyl O-(2,3,6-tri-O-benzoyl-4-deoxy-4-fluoro-β-D-glucopyranosyl)-(1->3)-2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-tert-butyldimethylsilyl-β-D-galactopyranoside

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Technology Process of benzyl O-(2,3,6-tri-O-benzoyl-4-deoxy-4-fluoro-β-D-glucopyranosyl)-(1->3)-2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-tert-butyldimethylsilyl-β-D-galactopyranoside

There total 16 articles about benzyl O-(2,3,6-tri-O-benzoyl-4-deoxy-4-fluoro-β-D-glucopyranosyl)-(1->3)-2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-tert-butyldimethylsilyl-β-D-galactopyranoside 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: 32.0%

: 461025-98-9
benzyl 2-acetamido-4,6-di-O-acetyl-2-deoxy-β-D-galactopyranoside

: 461025-92-3
2,3,6-tri-O-benzoyl-4-deoxy-4-fluoro-α-D-glucopyranosyl bromide

: 461025-99-0
benzyl O-(2,3,6-tri-O-benzoyl-4-deoxy-4-fluoro-β-D-glucopyranosyl)-(1->3)-2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-tert-butyldimethylsilyl-β-D-galactopyranoside

Guidance literature:: With silver trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 4.5h;
DOI:10.1021/ja020627c

Reference yield:

: 41355-95-7,347411-88-5
benzyl 2-acetamido-2-deoxy-β-D-galactopyranoside

: 461025-99-0
benzyl O-(2,3,6-tri-O-benzoyl-4-deoxy-4-fluoro-β-D-glucopyranosyl)-(1->3)-2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-tert-butyldimethylsilyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1.1: p-TsOH

1.2: 85 percent / aq. AcOH / methanol / 45 °C

2.1: 99 percent / pyridine / 20 °C

3.1: 80 percent / AcOH / H₂O / 50 °C

4.1: 79 percent / imidazole / dimethylformamide / 2 h / 80 °C

5.1: 95 percent / pyridine; 4-(dimethylamino)pyridine / 1 h / 20 °C

6.1: 28 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.33 h / 20 °C

7.1: 32 percent / silver triflate / CH₂Cl₂ / 4.5 h / 20 °C

With pyridine; 1H-imidazole; dmap; tetrabutyl ammonium fluoride; silver trifluoromethanesulfonate; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ja020627c

Reference yield:

: 114718-46-6
1,2,3,6-tetra-O-benzoyl-α-D-galactopyranose

: 461025-99-0
benzyl O-(2,3,6-tri-O-benzoyl-4-deoxy-4-fluoro-β-D-glucopyranosyl)-(1->3)-2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-tert-butyldimethylsilyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 63 percent / methyl diethylaminosulfur trifluoride / CH₂Cl₂ / -30 - 20 °C

2: 72 percent / HBr; AcOH / CH₂Cl₂ / 15 h / 20 °C

3: 32 percent / silver triflate / CH₂Cl₂ / 4.5 h / 20 °C

With methyl diethylaminosulfur trifluoride; hydrogen bromide; silver trifluoromethanesulfonate; acetic acid; In dichloromethane;
DOI:10.1021/ja020627c