3-O-acetyl-6-O-[(tert-butyl)diphenylsilyl]-2-deoxy-4-O-{3,4,6-tri-O-acetyl-2-deoxy-2-{[(2,2,2-trichloroethoxy)carbonyl]amino}-β-D-glucopyranosyl}-2-{[(2,2,2-trichloroethoxy)carbonyl]amino}-1-O-(2,2,2-trichloro-1-iminoethyl)-α-D-glucopyranose

Base Information

Chemical Name:3-O-acetyl-6-O-[(tert-butyl)diphenylsilyl]-2-deoxy-4-O-{3,4,6-tri-O-acetyl-2-deoxy-2-{[(2,2,2-trichloroethoxy)carbonyl]amino}-β-D-glucopyranosyl}-2-{[(2,2,2-trichloroethoxy)carbonyl]amino}-1-O-(2,2,2-trichloro-1-iminoethyl)-α-D-glucopyranose
CAS No.:769147-49-1
Molecular Formula:C₄₄H₅₂Cl₉N₃O₁₇Si
Molecular Weight:1242.07
Hs Code.:

3-O-acetyl-6-O-[(tert-butyl)diphenylsilyl]-2-deoxy-4-O-{3,4,6-tri-O-acetyl-2-deoxy-2-{[(2,2,2-trichloroethoxy)carbonyl]amino}-β-D-glucopyranosyl}-2-{[(2,2,2-trichloroethoxy)carbonyl]amino}-1-O-(2,2,2-trichloro-1-iminoethyl)-α-D-glucopyranose

Synonyms:3-O-acetyl-6-O-[(tert-butyl)diphenylsilyl]-2-deoxy-4-O-{3,4,6-tri-O-acetyl-2-deoxy-2-{[(2,2,2-trichloroethoxy)carbonyl]amino}-β-D-glucopyranosyl}-2-{[(2,2,2-trichloroethoxy)carbonyl]amino}-1-O-(2,2,2-trichloro-1-iminoethyl)-α-D-glucopyranose

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Chemical Property of 3-O-acetyl-6-O-[(tert-butyl)diphenylsilyl]-2-deoxy-4-O-{3,4,6-tri-O-acetyl-2-deoxy-2-{[(2,2,2-trichloroethoxy)carbonyl]amino}-β-D-glucopyranosyl}-2-{[(2,2,2-trichloroethoxy)carbonyl]amino}-1-O-(2,2,2-trichloro-1-iminoethyl)-α-D-glucopyranose

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Technology Process of 3-O-acetyl-6-O-[(tert-butyl)diphenylsilyl]-2-deoxy-4-O-{3,4,6-tri-O-acetyl-2-deoxy-2-{[(2,2,2-trichloroethoxy)carbonyl]amino}-β-D-glucopyranosyl}-2-{[(2,2,2-trichloroethoxy)carbonyl]amino}-1-O-(2,2,2-trichloro-1-iminoethyl)-α-D-glucopyranose

There total 3 articles about 3-O-acetyl-6-O-[(tert-butyl)diphenylsilyl]-2-deoxy-4-O-{3,4,6-tri-O-acetyl-2-deoxy-2-{[(2,2,2-trichloroethoxy)carbonyl]amino}-β-D-glucopyranosyl}-2-{[(2,2,2-trichloroethoxy)carbonyl]amino}-1-O-(2,2,2-trichloro-1-iminoethyl)-α-D-glucopyranose 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: 88.0%

: 545-06-2
trichloroacetonitrile

: 769147-47-9
3-O-acetyl-6-O-[(tert-butyl)diphenylsilyl]-2-deoxy-4-O-{3,4,6-tri-O-acetyl-2-deoxy-2-{[(2,2,2-trichloroethoxy)carbonyl]amino}-β-D-glucopyranosyl}-2-{[(2,2,2-trichloroethoxy)carbonyl]amino}-α-D-glucopyranose

: 769147-49-1
3-O-acetyl-6-O-[(tert-butyl)diphenylsilyl]-2-deoxy-4-O-{3,4,6-tri-O-acetyl-2-deoxy-2-{[(2,2,2-trichloroethoxy)carbonyl]amino}-β-D-glucopyranosyl}-2-{[(2,2,2-trichloroethoxy)carbonyl]amino}-1-O-(2,2,2-trichloro-1-iminoethyl)-α-D-glucopyranose

Guidance literature:: trichloroacetonitrile; 3-O-acetyl-6-O-[(tert-butyl)diphenylsilyl]-2-deoxy-4-O-{3,4,6-tri-O-acetyl-2-deoxy-2-{[(2,2,2-trichloroethoxy)carbonyl]amino}-β-D-glucopyranosyl}-2-{[(2,2,2-trichloroethoxy)carbonyl]amino}-α-D-glucopyranose; In dichloromethane; at 20 ℃; for 1h;

With caesium carbonate; In dichloromethane; at 20 ℃; for 4.5h;
DOI:10.1002/hlca.200490161

Reference yield:

: 769147-45-7
(tert-butyl)dimethylsilyl 3-O-acetyl-6-O-[(tert-butyl)diphenylsilyl]-2-deoxy-4-O-{3,4,6-tri-O-acetyl-2-deoxy-2-{[(2,2,2-trichloroethoxy)carbonyl]amino}-β-D-glucopyranosyl}-2-{[(2,2,2-trichloroethoxy)carbonyl]amino}-β-D-glucopyranoside

: 769147-49-1
3-O-acetyl-6-O-[(tert-butyl)diphenylsilyl]-2-deoxy-4-O-{3,4,6-tri-O-acetyl-2-deoxy-2-{[(2,2,2-trichloroethoxy)carbonyl]amino}-β-D-glucopyranosyl}-2-{[(2,2,2-trichloroethoxy)carbonyl]amino}-1-O-(2,2,2-trichloro-1-iminoethyl)-α-D-glucopyranose

Guidance literature:: Multi-step reaction with 2 steps

1.1: 55 percent / [PdCl₂(MeCN)2] / acetone / 96 h / 20 °C

2.1: CH₂Cl₂ / 1 h / 20 °C

2.2: 88 percent / Cs₂CO₃ / CH₂Cl₂ / 4.5 h / 20 °C

With dichloro bis(acetonitrile) palladium(II); In dichloromethane; acetone;
DOI:10.1002/hlca.200490161

Reference yield:

: 768387-83-3
(tert-butyl)dimethylsilyl 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-glucopyranoside

: 769147-49-1
3-O-acetyl-6-O-[(tert-butyl)diphenylsilyl]-2-deoxy-4-O-{3,4,6-tri-O-acetyl-2-deoxy-2-{[(2,2,2-trichloroethoxy)carbonyl]amino}-β-D-glucopyranosyl}-2-{[(2,2,2-trichloroethoxy)carbonyl]amino}-1-O-(2,2,2-trichloro-1-iminoethyl)-α-D-glucopyranose

Guidance literature:: Multi-step reaction with 3 steps

1.1: ethane-1,2-diamine / butan-1-ol / 12 h / 90 °C

1.2: NaHCO₃ / methanol; H₂O / 1 h / 20 °C

1.3: 77 percent / Ac₂O; pyridine / ethyl acetate / 20 °C

2.1: 55 percent / [PdCl₂(MeCN)2] / acetone / 96 h / 20 °C

3.1: CH₂Cl₂ / 1 h / 20 °C

3.2: 88 percent / Cs₂CO₃ / CH₂Cl₂ / 4.5 h / 20 °C

With dichloro bis(acetonitrile) palladium(II); ethylenediamine; In dichloromethane; acetone; butan-1-ol;
DOI:10.1002/hlca.200490161