5-(methoxycarbonyl)pentyl (2,4-di-O-acetyl-6-O-tert-butylphenylsilyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1→3)-2-trichloroacetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

Base Information

Chemical Name:5-(methoxycarbonyl)pentyl (2,4-di-O-acetyl-6-O-tert-butylphenylsilyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1→3)-2-trichloroacetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside
CAS No.:1446762-56-6
Molecular Formula:C₅₃H₆₆Cl₃NO₁₇Si
Molecular Weight:1123.55
Hs Code.:

5-(methoxycarbonyl)pentyl (2,4-di-O-acetyl-6-O-tert-butylphenylsilyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1→3)-2-trichloroacetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

Synonyms:5-(methoxycarbonyl)pentyl (2,4-di-O-acetyl-6-O-tert-butylphenylsilyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1→3)-2-trichloroacetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

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Chemical Property of 5-(methoxycarbonyl)pentyl (2,4-di-O-acetyl-6-O-tert-butylphenylsilyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1→3)-2-trichloroacetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

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Technology Process of 5-(methoxycarbonyl)pentyl (2,4-di-O-acetyl-6-O-tert-butylphenylsilyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1→3)-2-trichloroacetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

There total 12 articles about 5-(methoxycarbonyl)pentyl (2,4-di-O-acetyl-6-O-tert-butylphenylsilyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1→3)-2-trichloroacetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside 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: 77.0%

: 1446762-11-3
4-methylphenyl 2,4-di-O-acetyl-6-O-tert-butyldiphenylsilyl-3-O-levulinoyl-1-thio-β-D-galactopyranoside

: 1446762-32-8
5-(methoxycarbonyl)pentyl 2-trichloroacetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

: 1446762-56-6
5-(methoxycarbonyl)pentyl (2,4-di-O-acetyl-6-O-tert-butylphenylsilyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1→3)-2-trichloroacetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

Guidance literature:: 4-methylphenyl 2,4-di-O-acetyl-6-O-tert-butyldiphenylsilyl-3-O-levulinoyl-1-thio-β-D-galactopyranoside; 5-(methoxycarbonyl)pentyl 2-trichloroacetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside; In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere; Molecular sieve;

With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; at 0 ℃; for 0.5h; Inert atmosphere;
DOI:10.1002/asia.201201204

Reference yield:

: 28244-94-2,28244-99-7,86782-41-4,131488-65-8
4-methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside

: 1446762-56-6
5-(methoxycarbonyl)pentyl (2,4-di-O-acetyl-6-O-tert-butylphenylsilyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1→3)-2-trichloroacetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

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

2.1: 1H-imidazole / N,N-dimethyl-formamide / 2.5 h / 0 - 20 °C / Inert atmosphere

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

4.1: dmap; triethylamine / 0.5 h / Inert atmosphere

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

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

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

7.2: 0.5 h / 0 °C / Inert atmosphere

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

Reference yield:

: 4163-60-4
β-D-galactose peracetate

: 1446762-56-6
5-(methoxycarbonyl)pentyl (2,4-di-O-acetyl-6-O-tert-butylphenylsilyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1→3)-2-trichloroacetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 8 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: 0.5 h / 0 °C / Inert atmosphere

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