tert-butyl(dimethyl)silyl 3-O-benzyl-4,6-O-benzylidene-2-dimethylmaleimido-2-deoxy-β-D-glucopyranoside

Base Information

Chemical Name:tert-butyl(dimethyl)silyl 3-O-benzyl-4,6-O-benzylidene-2-dimethylmaleimido-2-deoxy-β-D-glucopyranoside
CAS No.:666728-54-7
Molecular Formula:C₃₂H₄₁NO₇Si
Molecular Weight:579.766
Hs Code.:

Synonyms:tert-butyl(dimethyl)silyl 3-O-benzyl-4,6-O-benzylidene-2-dimethylmaleimido-2-deoxy-β-D-glucopyranoside

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Chemical Property of tert-butyl(dimethyl)silyl 3-O-benzyl-4,6-O-benzylidene-2-dimethylmaleimido-2-deoxy-β-D-glucopyranoside

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Technology Process of tert-butyl(dimethyl)silyl 3-O-benzyl-4,6-O-benzylidene-2-dimethylmaleimido-2-deoxy-β-D-glucopyranoside

There total 8 articles about tert-butyl(dimethyl)silyl 3-O-benzyl-4,6-O-benzylidene-2-dimethylmaleimido-2-deoxy-β-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: 87.0%

: 81927-55-1
O-benzyl 2,2,2-trichloroacetimidate

: 216877-67-7
tert-butyldimethylsilyl 4,6-O-benzylidene-2-deoxy-2-dimethylmaleoyl-β-D-glucopyranoside

: 666728-54-7
tert-butyl(dimethyl)silyl 3-O-benzyl-4,6-O-benzylidene-2-dimethylmaleimido-2-deoxy-β-D-glucopyranoside

Guidance literature:: With trifluorormethanesulfonic acid;
DOI:10.1021/jo035583k

Reference yield:

: 766-39-2
2,3-Dimethylmaleic anhydride

: 666728-54-7
tert-butyl(dimethyl)silyl 3-O-benzyl-4,6-O-benzylidene-2-dimethylmaleimido-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 68 percent / N₂H₄*AcOH

2: 78 percent / imidazole

3: 73 percent / NaOMe

4: 91 percent / TsOH

5: 87 percent / TfOH

With 1H-imidazole; trifluorormethanesulfonic acid; sodium methylate; hydrazinium monoacetate; toluene-4-sulfonic acid;
DOI:10.1021/jo035583k

Reference yield:

: 216877-35-9
tert-butyldimethylsilyl 2-deoxy-2-dimethylmaleoyl-β-D-glucopyranoside

: 666728-54-7
tert-butyl(dimethyl)silyl 3-O-benzyl-4,6-O-benzylidene-2-dimethylmaleimido-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / TsOH

2: 87 percent / TfOH

With trifluorormethanesulfonic acid; toluene-4-sulfonic acid;
DOI:10.1021/jo035583k