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

Base Information

Chemical Name:dimethyl(thexyl)silyl O-(2,3-di-O-benzoyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranoside
CAS No.:315208-46-9
Molecular Formula:C₆₁H₆₉NO₁₄Si
Molecular Weight:1068.3
Hs Code.:

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

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

There total 9 articles about dimethyl(thexyl)silyl O-(2,3-di-O-benzoyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(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: 85.0%

: 18819-89-1
tetrabutylammonium benzoate

: 315208-45-8
dimethyl(thexyl)silyl O-(3-O-benzoyl-4,6-O-benzylidene-2-O-trifluoromethanesulfonyl-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranoside

: 315208-46-9
dimethyl(thexyl)silyl O-(2,3-di-O-benzoyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranoside

Guidance literature:: In acetonitrile; at 20 ℃;
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

: 315208-46-9
dimethyl(thexyl)silyl O-(2,3-di-O-benzoyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 8 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

7: 97 percent / pyridine / CH₂Cl₂ / 5 h / -15 °C

8: 85 percent / acetonitrile / 20 °C

With pyridine; 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 / 7: Acylation / 8: Substitution;
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

: 315208-46-9
dimethyl(thexyl)silyl O-(2,3-di-O-benzoyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 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

4: 97 percent / pyridine / CH₂Cl₂ / 5 h / -15 °C

5: 85 percent / acetonitrile / 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; sodium methylate; triethylamine; In methanol; dichloromethane; acetonitrile; 1: Condensation / 2: Deacetylation / 3: Acylation / 4: Acylation / 5: Substitution;
DOI:10.1002/1099-0690(200011)2000:21<3541::aid-ejoc3541>3.3.co;2-b