dimethyl(thexyl)silyl O-(3-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranoside

Base Information

Chemical Name:dimethyl(thexyl)silyl O-(3-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranoside
CAS No.:315208-44-7
Molecular Formula:C₅₄H₆₅NO₁₃Si
Molecular Weight:964.195
Hs Code.:

dimethyl(thexyl)silyl O-(3-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranoside

Synonyms:dimethyl(thexyl)silyl O-(3-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranoside

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Chemical Property of dimethyl(thexyl)silyl O-(3-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranoside

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Technology Process of dimethyl(thexyl)silyl O-(3-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranoside

There total 7 articles about dimethyl(thexyl)silyl O-(3-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-dimethylmaleimido-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: 82.0%

: 100-47-0
benzonitrile

: 315208-43-6
dimethyl(thexyl)silyl O-(4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranoside

: 315208-44-7
dimethyl(thexyl)silyl O-(3-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranoside

Guidance literature:: With triethylamine; In dichloromethane; acetonitrile; at -70 ℃; for 2h;
DOI:10.1002/1099-0690(200011)2000:21<3541::aid-ejoc3541>3.3.co;2-b

Reference yield:

: 67373-56-2
chlorodimethyl(1,1,2-trimethylpropyl)silane

: 315208-44-7
dimethyl(thexyl)silyl O-(3-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 87 percent / imidazole / CH₂Cl₂ / 16 h / 20 °C

2: 98 percent / sodium methoxide / methanol / 4 h / 20 °C

3: 85 percent / dibutyltin oxide / toluene / 3 h / Heating

4: 85 percent / TMSOTf / CH₂Cl₂ / 0.5 h / 20 °C

5: 85 percent / sodium methoxide / methanol / 8 h / 20 °C

6: 82 percent / triethylamine / acetonitrile; CH₂Cl₂ / 2 h / -70 °C

With 1H-imidazole; trimethylsilyl trifluoromethanesulfonate; sodium methylate; di(n-butyl)tin oxide; triethylamine; In methanol; dichloromethane; toluene; acetonitrile; 1: Condensation / 2: Deacetylation / 3: Etherification / 4: Condensation / 5: Deacetylation / 6: Acylation;
DOI:10.1002/1099-0690(200011)2000:21<3541::aid-ejoc3541>3.3.co;2-b

Reference yield:

: 303082-23-7
thexyldimethylsilyl 2-deoxy-2-(dimethylmaleoylimido)-3,6-di-O-benzyl-β-D-glucopyranoside

: 315208-44-7
dimethyl(thexyl)silyl O-(3-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / TMSOTf / CH₂Cl₂ / 0.5 h / 20 °C

2: 85 percent / sodium methoxide / methanol / 8 h / 20 °C

3: 82 percent / triethylamine / acetonitrile; CH₂Cl₂ / 2 h / -70 °C

With trimethylsilyl trifluoromethanesulfonate; sodium methylate; triethylamine; In methanol; dichloromethane; acetonitrile; 1: Condensation / 2: Deacetylation / 3: Acylation;
DOI:10.1002/1099-0690(200011)2000:21<3541::aid-ejoc3541>3.3.co;2-b