(2,4-di-O-acetyl-6-O-tert-butyldiphenylsilyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1→4)-2-trichloroacetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl N-phenyltirfluoroacetimidate

Base Information

Chemical Name:(2,4-di-O-acetyl-6-O-tert-butyldiphenylsilyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1→4)-2-trichloroacetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl N-phenyltirfluoroacetimidate
CAS No.:1446762-70-4
Molecular Formula:C₆₁H₆₆Cl₃F₃N₂O₁₅Si
Molecular Weight:1258.64
Hs Code.:

(2,4-di-O-acetyl-6-O-tert-butyldiphenylsilyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1→4)-2-trichloroacetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl N-phenyltirfluoroacetimidate

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Chemical Property of (2,4-di-O-acetyl-6-O-tert-butyldiphenylsilyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1→4)-2-trichloroacetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl N-phenyltirfluoroacetimidate

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Technology Process of (2,4-di-O-acetyl-6-O-tert-butyldiphenylsilyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1→4)-2-trichloroacetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl N-phenyltirfluoroacetimidate

There total 15 articles about (2,4-di-O-acetyl-6-O-tert-butyldiphenylsilyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1→4)-2-trichloroacetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl N-phenyltirfluoroacetimidate 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:

: C₅₃H₆₂Cl₃NO₁₅Si

: 61881-19-4
2,2,2-trifluoro-N-phenyl-acetimidoyl chloride

: 1431949-82-4
(2,4-di-O-acetyl-6-O-tert-butyldiphenylsilyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1→4)-2-trichloroacetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl N-phenyltirfluoroacetimidate

: 1446762-70-4
(2,4-di-O-acetyl-6-O-tert-butyldiphenylsilyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1→4)-2-trichloroacetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl N-phenyltirfluoroacetimidate

Guidance literature:: With caesium carbonate; In dichloromethane; at 0 - 20 ℃; for 18h; Overall yield = 63 %; Overall yield = 110 mg; Inert atmosphere;
DOI:10.1002/asia.201201204

Reference yield:

: 4163-60-4
β-D-galactose peracetate

: 1431949-82-4
(2,4-di-O-acetyl-6-O-tert-butyldiphenylsilyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1→4)-2-trichloroacetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl N-phenyltirfluoroacetimidate

: 1446762-70-4
(2,4-di-O-acetyl-6-O-tert-butyldiphenylsilyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1→4)-2-trichloroacetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl N-phenyltirfluoroacetimidate

Guidance literature:: Multi-step reaction with 11 steps

1.1: boron trifluoride diethyl etherate / dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere

2.1: sodium methylate / methanol; dichloromethane / 1 h / 20 °C / Inert atmosphere

3.1: 1H-imidazole / N,N-dimethyl-formamide / 2.5 h / 0 - 20 °C / Inert atmosphere

4.1: camphor-10-sulfonic acid / acetonitrile / 0.5 h / 20 °C / Inert atmosphere

5.1: dmap; triethylamine / 0.5 h / Inert atmosphere

6.1: acetic acid / water / 0.5 h / Inert atmosphere

7.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / water / 0 - 20 °C / Inert atmosphere

8.1: dichloromethane / 0.5 h / 20 °C / Inert atmosphere; Molecular sieve

8.2: 1 h / -45 °C / Inert atmosphere

9.1: triethylphosphine / methanol; tetrahydrofuran; dichloromethane / 5 h / 0 - 20 °C / Inert atmosphere

10.1: triethylamine / dichloromethane / 0.25 h / 0 °C / Inert atmosphere

11.1: caesium carbonate / dichloromethane / 18 h / 0 - 20 °C / Inert atmosphere

With 1H-imidazole; dmap; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; sodium methylate; caesium carbonate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triethylphosphine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/asia.201201204

Reference yield:

: 502763-89-5
4-methylphenyl 6-O-tert-butyldiphenylsilyl-1-thio-β-D-galactopyranoside

: 1431949-82-4
(2,4-di-O-acetyl-6-O-tert-butyldiphenylsilyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1→4)-2-trichloroacetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl N-phenyltirfluoroacetimidate

: 1446762-70-4
(2,4-di-O-acetyl-6-O-tert-butyldiphenylsilyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1→4)-2-trichloroacetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl N-phenyltirfluoroacetimidate

Guidance literature:: Multi-step reaction with 8 steps

1.1: camphor-10-sulfonic acid / acetonitrile / 0.5 h / 20 °C / Inert atmosphere

2.1: dmap; triethylamine / 0.5 h / Inert atmosphere

3.1: acetic acid / water / 0.5 h / Inert atmosphere

4.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / water / 0 - 20 °C / Inert atmosphere

5.1: dichloromethane / 0.5 h / 20 °C / Inert atmosphere; Molecular sieve

5.2: 1 h / -45 °C / Inert atmosphere

6.1: triethylphosphine / methanol; tetrahydrofuran; dichloromethane / 5 h / 0 - 20 °C / Inert atmosphere

7.1: triethylamine / dichloromethane / 0.25 h / 0 °C / Inert atmosphere

8.1: caesium carbonate / dichloromethane / 18 h / 0 - 20 °C / Inert atmosphere

With dmap; camphor-10-sulfonic acid; caesium carbonate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triethylphosphine; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile;
DOI:10.1002/asia.201201204