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

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Chemical Name:methyl 2,3-di-O-benzoyl-4-O-[tert-butyl(dimethyl)silyl]-1-O-(2,2,2-trichloroethanimidoyl)-α-D-glucopyranuronate
CAS No.:727991-10-8
Molecular Formula:C₂₉H₃₄Cl₃NO₉Si
Molecular Weight:675.035
Hs Code.:

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

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Chemical Property of methyl 2,3-di-O-benzoyl-4-O-[tert-butyl(dimethyl)silyl]-1-O-(2,2,2-trichloroethanimidoyl)-α-D-glucopyranuronate

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Technology Process of methyl 2,3-di-O-benzoyl-4-O-[tert-butyl(dimethyl)silyl]-1-O-(2,2,2-trichloroethanimidoyl)-α-D-glucopyranuronate

There total 2 articles about methyl 2,3-di-O-benzoyl-4-O-[tert-butyl(dimethyl)silyl]-1-O-(2,2,2-trichloroethanimidoyl)-α-D-glucopyranuronate 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: 95.0%

: 545-06-2
trichloroacetonitrile

: 5-(tert-butyldimethylsilyloxy)-2-hydroxy-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4-diyl dibenzoate

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

Guidance literature:: With caesium carbonate; In dichloromethane; at 20 ℃; for 8h;

Reference yield: 89.0%

: 545-06-2
trichloroacetonitrile

: 5-(tert-butyldimethylsilyloxy)-2-hydroxy-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4-diyl dibenzoate

: 5-(tert-butyldimethylsilyloxy)-6-(methoxycarbonyl)-2-(2,2,2-trichloro-1-iminoethoxy)tetrahydro-2H-pyran-3,4-diyl dibenzoate

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

Guidance literature:: With caesium carbonate; In dichloromethane; at 20 ℃; for 8h;
DOI:10.1021/ja0484045

Reference yield: 90.0%

: 4-methylphenyl 4,6-O-benzylidene-2-deoxy-1-thio-2-{[(2,2,2-trichloroethoxy)carbonyl]amino}-β-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

: 4-methylphenyl 4,6-O-benzylidene-2-deoxy-3-O-{2,3-di-O-benzoyl-4-O-[tert-butyl-(dimethyl)silyl]-6-methyl-β-D-glucopyranuronosyl}-1-thio-2-{[(2,2,2-trichloroethoxy)-carbonyl]amino}-β-D-glucopyranoside

Guidance literature:: 4-methylphenyl 4,6-O-benzylidene-2-deoxy-1-thio-2-{[(2,2,2-trichloroethoxy)carbonyl]amino}-β-D-glucopyranoside; methyl 2,3-di-O-benzoyl-4-O-[tert-butyl(dimethyl)silyl]-1-O-(2,2,2-trichloroethanimidoyl)-α-D-glucopyranuronate; In dichloromethane; at 20 ℃; for 1h; Molecular sieve; Inert atmosphere;

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -20 - 20 ℃; for 15h; Molecular sieve; Inert atmosphere;
DOI:10.1016/j.bmc.2012.11.025