prop-2-en-1-yl 2-(acetylamino)-4,6-O-benzylidene-2-deoxy-3-O-{2,3-di-O-benzoyl-4-O-[tert-butyl(dimethyl)silyl]-6-methyl-β-D-glucopyranosyl}-α-D-glucopyranoside

Base Information

Chemical Name:prop-2-en-1-yl 2-(acetylamino)-4,6-O-benzylidene-2-deoxy-3-O-{2,3-di-O-benzoyl-4-O-[tert-butyl(dimethyl)silyl]-6-methyl-β-D-glucopyranosyl}-α-D-glucopyranoside
CAS No.:1419711-25-3
Molecular Formula:C₄₅H₅₅NO₁₄Si
Molecular Weight:862.016
Hs Code.:

prop-2-en-1-yl 2-(acetylamino)-4,6-O-benzylidene-2-deoxy-3-O-{2,3-di-O-benzoyl-4-O-[tert-butyl(dimethyl)silyl]-6-methyl-β-D-glucopyranosyl}-α-D-glucopyranoside

Synonyms:prop-2-en-1-yl 2-(acetylamino)-4,6-O-benzylidene-2-deoxy-3-O-{2,3-di-O-benzoyl-4-O-[tert-butyl(dimethyl)silyl]-6-methyl-β-D-glucopyranosyl}-α-D-glucopyranoside

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Chemical Property of prop-2-en-1-yl 2-(acetylamino)-4,6-O-benzylidene-2-deoxy-3-O-{2,3-di-O-benzoyl-4-O-[tert-butyl(dimethyl)silyl]-6-methyl-β-D-glucopyranosyl}-α-D-glucopyranoside

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Technology Process of prop-2-en-1-yl 2-(acetylamino)-4,6-O-benzylidene-2-deoxy-3-O-{2,3-di-O-benzoyl-4-O-[tert-butyl(dimethyl)silyl]-6-methyl-β-D-glucopyranosyl}-α-D-glucopyranoside

There total 6 articles about prop-2-en-1-yl 2-(acetylamino)-4,6-O-benzylidene-2-deoxy-3-O-{2,3-di-O-benzoyl-4-O-[tert-butyl(dimethyl)silyl]-6-methyl-β-D-glucopyranosyl}-α-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: 62.0%

: 74984-84-2
prop-2-en-1-yl 2-(acetylamino)-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

: 727991-10-8
methyl 2,3-di-O-benzoyl-4-O-[tert-butyl(dimethyl)silyl]-1-O-(2,2,2-trichloroethanimidoyl)-α-D-glucopyranuronate

: 1419711-25-3
prop-2-en-1-yl 2-(acetylamino)-4,6-O-benzylidene-2-deoxy-3-O-{2,3-di-O-benzoyl-4-O-[tert-butyl(dimethyl)silyl]-6-methyl-β-D-glucopyranosyl}-α-D-glucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere; Molecular sieve;
DOI:10.1016/j.bmc.2012.11.025

Reference yield:

: C₄₄H₅₃NO₁₄Si

: 74-88-4
methyl iodide

: 1419711-25-3
prop-2-en-1-yl 2-(acetylamino)-4,6-O-benzylidene-2-deoxy-3-O-{2,3-di-O-benzoyl-4-O-[tert-butyl(dimethyl)silyl]-6-methyl-β-D-glucopyranosyl}-α-D-glucopyranoside

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1016/j.bmc.2012.11.025

Reference yield:

: 1419711-15-1
prop-2-en-1-yl 2-(acetylamino)-4,6-O-benzylidene-2-deoxy-3-O-{2,3-di-O-benzoyl-4-O-[tert-butyl(dimethyl)silyl]-6-O-(4-methoxybenzyl)-β-D-glucopyranosyl}-α-D-glucopyranoside

: 1419711-25-3
prop-2-en-1-yl 2-(acetylamino)-4,6-O-benzylidene-2-deoxy-3-O-{2,3-di-O-benzoyl-4-O-[tert-butyl(dimethyl)silyl]-6-methyl-β-D-glucopyranosyl}-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydrogencarbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone / water; dichloromethane / 5 h / 20 °C / Inert atmosphere

2: [bis(acetoxy)iodo]benzene; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / water; dichloromethane / 7 h / 20 °C / Inert atmosphere

3: potassium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; sodium hydrogencarbonate; potassium carbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2012.11.025