dimethylthexylsilyl O-(2-azido-3,6-di-O-benzyl-2-deoxy-β-D-mannopyranosyl)-(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-azido-3,6-di-O-benzyl-2-deoxy-β-D-mannopyranosyl)-(1→4)-6-O-benzyl-2-deoxy-3-O-levulinoyl-2-(2,2,2-trichloroethoxy)carbonylamino-β-D-glucopyranoside
CAS No.:1400595-06-3
Molecular Formula:C₄₉H₆₅Cl₃N₄O₁₃Si
Molecular Weight:1052.52
Hs Code.:

dimethylthexylsilyl O-(2-azido-3,6-di-O-benzyl-2-deoxy-β-D-mannopyranosyl)-(1→4)-6-O-benzyl-2-deoxy-3-O-levulinoyl-2-(2,2,2-trichloroethoxy)carbonylamino-β-D-glucopyranoside

Synonyms:dimethylthexylsilyl O-(2-azido-3,6-di-O-benzyl-2-deoxy-β-D-mannopyranosyl)-(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-azido-3,6-di-O-benzyl-2-deoxy-β-D-mannopyranosyl)-(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-azido-3,6-di-O-benzyl-2-deoxy-β-D-mannopyranosyl)-(1→4)-6-O-benzyl-2-deoxy-3-O-levulinoyl-2-(2,2,2-trichloroethoxy)carbonylamino-β-D-glucopyranoside

There total 9 articles about dimethylthexylsilyl O-(2-azido-3,6-di-O-benzyl-2-deoxy-β-D-mannopyranosyl)-(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: 65.0%

: 1400595-05-2
dimethylthexylsilyl O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-mannopyranosyl)-(1→4)-6-O-benzyl-2-deoxy-3-O-levulinoyl-2-(2,2,2-trichloroethoxy)carbonylamino-β-D-glucopyranoside

: 1400595-06-3
dimethylthexylsilyl O-(2-azido-3,6-di-O-benzyl-2-deoxy-β-D-mannopyranosyl)-(1→4)-6-O-benzyl-2-deoxy-3-O-levulinoyl-2-(2,2,2-trichloroethoxy)carbonylamino-β-D-glucopyranoside

Guidance literature:: With triethylsilane; trifluorormethanesulfonic acid; In dichloromethane; at -78 - 40 ℃; Molecular sieve; Inert atmosphere;
DOI:10.1021/ja3069962

Reference yield:

: 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

: 1400595-06-3
dimethylthexylsilyl O-(2-azido-3,6-di-O-benzyl-2-deoxy-β-D-mannopyranosyl)-(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 4 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; water / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

2: dmap; pyridine / dichloromethane / 3 h / 0 °C / Inert atmosphere

3: sodium azide / N,N-dimethyl-formamide / 18 h / 55 °C

4: triethylsilane; trifluorormethanesulfonic acid / dichloromethane / -78 - 40 °C / Molecular sieve; Inert atmosphere

With pyridine; triethylsilane; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium azide; trifluorormethanesulfonic acid; water; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja3069962

Reference yield:

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

: 1400595-06-3
dimethylthexylsilyl O-(2-azido-3,6-di-O-benzyl-2-deoxy-β-D-mannopyranosyl)-(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 5 steps

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

1.2: 1 h / -20 °C / Molecular sieve; Inert atmosphere

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; water / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

3.1: dmap; pyridine / dichloromethane / 3 h / 0 °C / Inert atmosphere

4.1: sodium azide / N,N-dimethyl-formamide / 18 h / 55 °C

5.1: triethylsilane; trifluorormethanesulfonic acid / dichloromethane / -78 - 40 °C / Molecular sieve; Inert atmosphere

With pyridine; triethylsilane; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium azide; trifluorormethanesulfonic acid; water; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja3069962