prop-2-enyl O-3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl(1->4)-O-3-O-acetyl-2-(acetylamino)-6-O-[(tert-butyl)diphenylsilyl]-2-deoxy-β-D-glucopyranosyl-(1->2)-5-O-prop-2-enyl-β-D-glucofuranosiduronamide

Base Information

Chemical Name:prop-2-enyl O-3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl(1->4)-O-3-O-acetyl-2-(acetylamino)-6-O-[(tert-butyl)diphenylsilyl]-2-deoxy-β-D-glucopyranosyl-(1->2)-5-O-prop-2-enyl-β-D-glucofuranosiduronamide
CAS No.:769147-26-4
Molecular Formula:C₅₂H₇₁N₃O₂₀Si
Molecular Weight:1086.23
Hs Code.:

prop-2-enyl O-3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl(1->4)-O-3-O-acetyl-2-(acetylamino)-6-O-[(tert-butyl)diphenylsilyl]-2-deoxy-β-D-glucopyranosyl-(1->2)-5-O-prop-2-enyl-β-D-glucofuranosiduronamide

Synonyms:prop-2-enyl O-3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl(1->4)-O-3-O-acetyl-2-(acetylamino)-6-O-[(tert-butyl)diphenylsilyl]-2-deoxy-β-D-glucopyranosyl-(1->2)-5-O-prop-2-enyl-β-D-glucofuranosiduronamide

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Chemical Property of prop-2-enyl O-3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl(1->4)-O-3-O-acetyl-2-(acetylamino)-6-O-[(tert-butyl)diphenylsilyl]-2-deoxy-β-D-glucopyranosyl-(1->2)-5-O-prop-2-enyl-β-D-glucofuranosiduronamide

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Technology Process of prop-2-enyl O-3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl(1->4)-O-3-O-acetyl-2-(acetylamino)-6-O-[(tert-butyl)diphenylsilyl]-2-deoxy-β-D-glucopyranosyl-(1->2)-5-O-prop-2-enyl-β-D-glucofuranosiduronamide

There total 6 articles about prop-2-enyl O-3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl(1->4)-O-3-O-acetyl-2-(acetylamino)-6-O-[(tert-butyl)diphenylsilyl]-2-deoxy-β-D-glucopyranosyl-(1->2)-5-O-prop-2-enyl-β-D-glucofuranosiduronamide 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: 81.0%

: 769147-50-4
prop-2-enyl O-3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl-(1->4)-O-3-O-acetyl-2-(acetylamino)-6-O-[(tert-butyl)diphenylsilyl]-2-deoxy-β-D-glucopyranosyl-(1->2)-5-O-prop-2-enyl-β-D-glucofuranosidurono-6,3-lactone

: 769147-26-4
prop-2-enyl O-3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl(1->4)-O-3-O-acetyl-2-(acetylamino)-6-O-[(tert-butyl)diphenylsilyl]-2-deoxy-β-D-glucopyranosyl-(1->2)-5-O-prop-2-enyl-β-D-glucofuranosiduronamide

Guidance literature:: With ammonia; In tetrahydrofuran; methanol; at 0 ℃; for 3h;
DOI:10.1002/hlca.200490161

Reference yield:

: 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

: 769147-26-4
prop-2-enyl O-3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl(1->4)-O-3-O-acetyl-2-(acetylamino)-6-O-[(tert-butyl)diphenylsilyl]-2-deoxy-β-D-glucopyranosyl-(1->2)-5-O-prop-2-enyl-β-D-glucofuranosiduronamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: CH₂Cl₂ / 1 h / 20 °C

1.2: 88 percent / Cs₂CO₃ / CH₂Cl₂ / 4.5 h / 20 °C

2.1: 55 percent / Me₃SiOTf / 1,2-dichloro-ethane / 0.75 h / -30 °C

3.1: 63 percent / Zn / 24 h / 20 °C

4.1: 81 percent / NH₃ / tetrahydrofuran; methanol / 3 h / 0 °C

With trimethylsilyl trifluoromethanesulfonate; ammonia; zinc; In tetrahydrofuran; methanol; dichloromethane; 1,2-dichloro-ethane;
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

: 769147-26-4
prop-2-enyl O-3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl(1->4)-O-3-O-acetyl-2-(acetylamino)-6-O-[(tert-butyl)diphenylsilyl]-2-deoxy-β-D-glucopyranosyl-(1->2)-5-O-prop-2-enyl-β-D-glucofuranosiduronamide

Guidance literature:: Multi-step reaction with 5 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

3.1: 55 percent / Me₃SiOTf / 1,2-dichloro-ethane / 0.75 h / -30 °C

4.1: 63 percent / Zn / 24 h / 20 °C

5.1: 81 percent / NH₃ / tetrahydrofuran; methanol / 3 h / 0 °C

With dichloro bis(acetonitrile) palladium(II); trimethylsilyl trifluoromethanesulfonate; ammonia; zinc; In tetrahydrofuran; methanol; dichloromethane; 1,2-dichloro-ethane; acetone;
DOI:10.1002/hlca.200490161