dimethylthexylsilyl O-(2-O-allyloxycarbonyl-3-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1→4)-6-O-benzyl-2-deoxy-3-O-levulinoyl-2-(2,2,2-trichloroethoxy)carbonylamino-β-D-glucopyranoside

Base Information

Chemical Name:dimethylthexylsilyl O-(2-O-allyloxycarbonyl-3-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1→4)-6-O-benzyl-2-deoxy-3-O-levulinoyl-2-(2,2,2-trichloroethoxy)carbonylamino-β-D-glucopyranoside
CAS No.:1400595-03-0
Molecular Formula:C₅₃H₆₈Cl₃NO₁₆Si
Molecular Weight:1109.56
Hs Code.:

dimethylthexylsilyl O-(2-O-allyloxycarbonyl-3-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1→4)-6-O-benzyl-2-deoxy-3-O-levulinoyl-2-(2,2,2-trichloroethoxy)carbonylamino-β-D-glucopyranoside

Synonyms:dimethylthexylsilyl O-(2-O-allyloxycarbonyl-3-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1→4)-6-O-benzyl-2-deoxy-3-O-levulinoyl-2-(2,2,2-trichloroethoxy)carbonylamino-β-D-glucopyranoside

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Chemical Property of dimethylthexylsilyl O-(2-O-allyloxycarbonyl-3-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1→4)-6-O-benzyl-2-deoxy-3-O-levulinoyl-2-(2,2,2-trichloroethoxy)carbonylamino-β-D-glucopyranoside

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Technology Process of dimethylthexylsilyl O-(2-O-allyloxycarbonyl-3-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1→4)-6-O-benzyl-2-deoxy-3-O-levulinoyl-2-(2,2,2-trichloroethoxy)carbonylamino-β-D-glucopyranoside

There total 5 articles about dimethylthexylsilyl O-(2-O-allyloxycarbonyl-3-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1→4)-6-O-benzyl-2-deoxy-3-O-levulinoyl-2-(2,2,2-trichloroethoxy)carbonylamino-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: 86.0%

: 1400594-73-1
dimethylthexylsilyl 6-O-benzyl-2-deoxy-3-O-levulinoyl-2-(2,2,2-trichloroethoxy)carbonylamino-β-D-glucopyranoside

: 1400594-74-2
ethyl 2-O-allyloxycarbonyl-3-O-benzyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside

: 1400595-03-0
dimethylthexylsilyl O-(2-O-allyloxycarbonyl-3-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1→4)-6-O-benzyl-2-deoxy-3-O-levulinoyl-2-(2,2,2-trichloroethoxy)carbonylamino-β-D-glucopyranoside

Guidance literature:: dimethylthexylsilyl 6-O-benzyl-2-deoxy-3-O-levulinoyl-2-(2,2,2-trichloroethoxy)carbonylamino-β-D-glucopyranoside; ethyl 2-O-allyloxycarbonyl-3-O-benzyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside; In dichloromethane; at 20 ℃; for 1h; Molecular sieve; Inert atmosphere;

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -20 ℃; for 1h; Molecular sieve; Inert atmosphere;
DOI:10.1021/ja3069962

Reference yield:

: 141810-60-8
ethyl 3-O-benzyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside

: 1400595-03-0
dimethylthexylsilyl O-(2-O-allyloxycarbonyl-3-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1→4)-6-O-benzyl-2-deoxy-3-O-levulinoyl-2-(2,2,2-trichloroethoxy)carbonylamino-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: dmap; N,N,N,N,-tetramethylethylenediamine / dichloromethane / 16 h / 0 - 20 °C

2.1: dichloromethane / 1 h / 20 °C / Molecular sieve; Inert atmosphere

2.2: 1 h / -20 °C / Molecular sieve; Inert atmosphere

With dmap; N,N,N,N,-tetramethylethylenediamine; In dichloromethane;
DOI:10.1021/ja3069962

Reference yield:

: 212713-50-3
dimethylthexylsilyl 4,6-O-benzylidene-2-[(2,2,2-trichloroethoxy)carbonylamino]-2-deoxy-β-D-glucopyranoside

: 1400595-03-0
dimethylthexylsilyl O-(2-O-allyloxycarbonyl-3-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1→4)-6-O-benzyl-2-deoxy-3-O-levulinoyl-2-(2,2,2-trichloroethoxy)carbonylamino-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 2 h / 0 °C

2.1: triethylsilane; trifluorormethanesulfonic acid / dichloromethane / -78 °C / Molecular sieve; Inert atmosphere

3.1: dichloromethane / 1 h / 20 °C / Molecular sieve; Inert atmosphere

3.2: 1 h / -20 °C / Molecular sieve; Inert atmosphere

With triethylsilane; dmap; trifluorormethanesulfonic acid; dicyclohexyl-carbodiimide; In dichloromethane;
DOI:10.1021/ja3069962