2-(trimethylsilil)ethyl 2-deoxy-4-O-diphenylphosphono-3-O-[(R)-3-tetradecanoyloxytetradecanoyl]-6-O-(2,2,2-trichloro-1,1-dimethylethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside

Base Information

Chemical Name:2-(trimethylsilil)ethyl 2-deoxy-4-O-diphenylphosphono-3-O-[(R)-3-tetradecanoyloxytetradecanoyl]-6-O-(2,2,2-trichloro-1,1-dimethylethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside
CAS No.:216013-12-6
Molecular Formula:C₅₉H₉₂Cl₆NO₁₅PSi
Molecular Weight:1327.15
Hs Code.:

2-(trimethylsilil)ethyl 2-deoxy-4-O-diphenylphosphono-3-O-[(R)-3-tetradecanoyloxytetradecanoyl]-6-O-(2,2,2-trichloro-1,1-dimethylethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside

Synonyms:2-(trimethylsilil)ethyl 2-deoxy-4-O-diphenylphosphono-3-O-[(R)-3-tetradecanoyloxytetradecanoyl]-6-O-(2,2,2-trichloro-1,1-dimethylethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside

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Chemical Property of 2-(trimethylsilil)ethyl 2-deoxy-4-O-diphenylphosphono-3-O-[(R)-3-tetradecanoyloxytetradecanoyl]-6-O-(2,2,2-trichloro-1,1-dimethylethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside

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Technology Process of 2-(trimethylsilil)ethyl 2-deoxy-4-O-diphenylphosphono-3-O-[(R)-3-tetradecanoyloxytetradecanoyl]-6-O-(2,2,2-trichloro-1,1-dimethylethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside

There total 7 articles about 2-(trimethylsilil)ethyl 2-deoxy-4-O-diphenylphosphono-3-O-[(R)-3-tetradecanoyloxytetradecanoyl]-6-O-(2,2,2-trichloro-1,1-dimethylethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-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: 95.0%

: 66270-36-8
2,2,2-trichloro-1,1-dimethylethoxychloroformate

: 2524-64-3
chlorophosphoric acid diphenyl ester

: 220048-54-4
2-(trimethylsilyl)ethyl 2-deoxy-3-O-[(R)-3-tetradecanoyloxytetradecanoyl]-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside

: 216013-12-6
2-(trimethylsilil)ethyl 2-deoxy-4-O-diphenylphosphono-3-O-[(R)-3-tetradecanoyloxytetradecanoyl]-6-O-(2,2,2-trichloro-1,1-dimethylethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside

Guidance literature:: With 4-pyrrolidin-1-ylpyridine; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 5h;

Reference yield: 95.0%

: 2524-64-3
chlorophosphoric acid diphenyl ester

: (R)-3-Tetradecanoyloxy-tetradecanoic acid (2R,3S,4R,5R,6R)-3-hydroxy-2-(2,2,2-trichloro-1,1-dimethyl-ethoxycarbonyloxymethyl)-5-(2,2,2-trichloro-ethoxycarbonylamino)-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-4-yl ester

: 216013-12-6
2-(trimethylsilil)ethyl 2-deoxy-4-O-diphenylphosphono-3-O-[(R)-3-tetradecanoyloxytetradecanoyl]-6-O-(2,2,2-trichloro-1,1-dimethylethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside

Guidance literature:: With 2-pyrrolidinopyridine; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 5h;
DOI:10.1021/jm990222b

Reference yield:

: 87357-76-4
(R)-3-(dodecanoyloxy)tetradecanoic acid

: 216013-12-6
2-(trimethylsilil)ethyl 2-deoxy-4-O-diphenylphosphono-3-O-[(R)-3-tetradecanoyloxytetradecanoyl]-6-O-(2,2,2-trichloro-1,1-dimethylethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / 4-pyrrolidinopyridine; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide methiodide / CH₂Cl₂ / 20 °C

2: 83 percent / 90 percent AcOH / 1 h / 60 °C

3: pyridine / CH₂Cl₂ / 3.5 h / 0 - 20 °C

4: 95 percent / pyrrolidinopyridine; N,N-diisopropylethylamine / CH₂Cl₂ / 5 h / 20 °C

With pyridine; 2-pyrrolidinopyridine; 3-{[(ethylimino)methylene]-amino}-N,N,N-trimethyl-1-propanaminium iodide; 4-pyrrolidin-1-ylpyridine; acetic acid; N-ethyl-N,N-diisopropylamine; In dichloromethane; 1: Acylation / 2: Hydrolysis / 3: Acylation / 4: phosphorylation;
DOI:10.1021/jm990222b