3-O-acetyl-6-O-[(tert-butyl)diphenylsilyl]-2-deoxy-2-phthalimido-4-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-β-D-glucopyranosyl trichloroacetimidate

Base Information

Chemical Name:3-O-acetyl-6-O-[(tert-butyl)diphenylsilyl]-2-deoxy-2-phthalimido-4-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-β-D-glucopyranosyl trichloroacetimidate
CAS No.:768387-85-5
Molecular Formula:C₅₄H₅₄Cl₃N₃O₁₇Si
Molecular Weight:1151.48
Hs Code.:

3-O-acetyl-6-O-[(tert-butyl)diphenylsilyl]-2-deoxy-2-phthalimido-4-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-β-D-glucopyranosyl trichloroacetimidate

Synonyms:3-O-acetyl-6-O-[(tert-butyl)diphenylsilyl]-2-deoxy-2-phthalimido-4-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-β-D-glucopyranosyl trichloroacetimidate

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Chemical Property of 3-O-acetyl-6-O-[(tert-butyl)diphenylsilyl]-2-deoxy-2-phthalimido-4-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-β-D-glucopyranosyl trichloroacetimidate

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Technology Process of 3-O-acetyl-6-O-[(tert-butyl)diphenylsilyl]-2-deoxy-2-phthalimido-4-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-β-D-glucopyranosyl trichloroacetimidate

There total 7 articles about 3-O-acetyl-6-O-[(tert-butyl)diphenylsilyl]-2-deoxy-2-phthalimido-4-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-β-D-glucopyranosyl trichloroacetimidate 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: 86.0%

: 545-06-2
trichloroacetonitrile

: 768387-84-4
3-O-acetyl-6-O-[(tert-butyl)diphenylsilyl]-2-deoxy-2-phthalimido-4-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-β-D-glucopyranose

: 768387-85-5
3-O-acetyl-6-O-[(tert-butyl)diphenylsilyl]-2-deoxy-2-phthalimido-4-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-β-D-glucopyranosyl trichloroacetimidate

Guidance literature:: With potassium carbonate; In dichloromethane; at 20 ℃;
DOI:10.1002/hlca.200490160

Reference yield:

: 72858-55-0,90405-21-3,90405-42-8,124362-60-3,144221-86-3
3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-D-glucopyranose

: 768387-85-5
3-O-acetyl-6-O-[(tert-butyl)diphenylsilyl]-2-deoxy-2-phthalimido-4-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-β-D-glucopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 7 steps

1: 92 percent / 1H-imidazole / dimethylformamide / 4 h / 20 °C

2: 95 percent / NaOMe / methanol / 4 h / 20 °C

3: 88 percent / 1H-imidazole / dimethylformamide / 2 h / 0 °C

4: 64 percent / 4 Angstroem MS; Me₃SiOTf / diethyl ether / 0.5 h / 0 °C

5: 96 percent / pyridine / 20 °C

6: 78 percent / Bu₄NF / tetrahydrofuran / 0.08 h / -20 °C

7: 86 percent / K₂CO₃ / CH₂Cl₂ / 20 °C

With pyridine; 1H-imidazole; trimethylsilyl trifluoromethanesulfonate; 4 Angstroem MS; tetrabutyl ammonium fluoride; sodium methylate; potassium carbonate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/hlca.200490160

Reference yield:

: 732246-93-4
(tert-butyl)dimethylsilyl 2-deoxy-2-phthalimido-β-D-glucopyranoside

: 768387-85-5
3-O-acetyl-6-O-[(tert-butyl)diphenylsilyl]-2-deoxy-2-phthalimido-4-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-β-D-glucopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 5 steps

1: 88 percent / 1H-imidazole / dimethylformamide / 2 h / 0 °C

2: 64 percent / 4 Angstroem MS; Me₃SiOTf / diethyl ether / 0.5 h / 0 °C

3: 96 percent / pyridine / 20 °C

4: 78 percent / Bu₄NF / tetrahydrofuran / 0.08 h / -20 °C

5: 86 percent / K₂CO₃ / CH₂Cl₂ / 20 °C

With pyridine; 1H-imidazole; trimethylsilyl trifluoromethanesulfonate; 4 Angstroem MS; tetrabutyl ammonium fluoride; potassium carbonate; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/hlca.200490160