2-deoxy-4-O-diphenylphosphono-3-O-[(R)-3-dodecanoyloxytetradecanoyl]-6-O-(2,2,2-trichloro-1,1-dimethylethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranosyl chloride

Base Information

Chemical Name:2-deoxy-4-O-diphenylphosphono-3-O-[(R)-3-dodecanoyloxytetradecanoyl]-6-O-(2,2,2-trichloro-1,1-dimethylethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranosyl chloride
CAS No.:216013-92-2
Molecular Formula:C₅₂H₇₅Cl₇NO₁₄P
Molecular Weight:1217.31
Hs Code.:

2-deoxy-4-O-diphenylphosphono-3-O-[(R)-3-dodecanoyloxytetradecanoyl]-6-O-(2,2,2-trichloro-1,1-dimethylethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranosyl chloride

Synonyms:2-deoxy-4-O-diphenylphosphono-3-O-[(R)-3-dodecanoyloxytetradecanoyl]-6-O-(2,2,2-trichloro-1,1-dimethylethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranosyl chloride

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Chemical Property of 2-deoxy-4-O-diphenylphosphono-3-O-[(R)-3-dodecanoyloxytetradecanoyl]-6-O-(2,2,2-trichloro-1,1-dimethylethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranosyl chloride

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Technology Process of 2-deoxy-4-O-diphenylphosphono-3-O-[(R)-3-dodecanoyloxytetradecanoyl]-6-O-(2,2,2-trichloro-1,1-dimethylethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranosyl chloride

There total 7 articles about 2-deoxy-4-O-diphenylphosphono-3-O-[(R)-3-dodecanoyloxytetradecanoyl]-6-O-(2,2,2-trichloro-1,1-dimethylethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranosyl chloride 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: 90.0%

: 216013-91-1
2-(trimethylsilyl)ethyl 2-deoxy-4-O-diphenylphosphono-3-O-[(R)-3-dodecanoyloxytetradecanoyl]-6-O-(2,2,2-trichloro-1,1-dimethylethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside

: 216013-92-2
2-deoxy-4-O-diphenylphosphono-3-O-[(R)-3-dodecanoyloxytetradecanoyl]-6-O-(2,2,2-trichloro-1,1-dimethylethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranosyl chloride

Guidance literature:: 2-(trimethylsilyl)ethyl 2-deoxy-4-O-diphenylphosphono-3-O-[(R)-3-dodecanoyloxytetradecanoyl]-6-O-(2,2,2-trichloro-1,1-dimethylethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside; With trifluoroacetic acid; at 0 ℃; for 18h;

With trans lactol; oxalyl dichloride; In dichloromethane; at 20 ℃;

Reference yield:

: 122078-72-2
2-(trimethylsilyl)ethyl 2-amino-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside

: 216013-92-2
2-deoxy-4-O-diphenylphosphono-3-O-[(R)-3-dodecanoyloxytetradecanoyl]-6-O-(2,2,2-trichloro-1,1-dimethylethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranosyl chloride

Guidance literature:: Multi-step reaction with 6 steps

1: 96 percent / 1 N aq. NaHCO₃ / CHCl₃ / 3 h / 20 °C

2: 4-pyrrolidinopyridine; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide methiodide / CH₂Cl₂ / 20 °C

3: 90 percent AcOH / 1 h / 60 °C

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

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

6: dichloromethyl methyl ether; ZnCl₂ / CHCl₃ / 20 °C

With pyridine; 2-pyrrolidinopyridine; Dichloromethyl methyl ether; sodium hydrogencarbonate; 3-{[(ethylimino)methylene]-amino}-N,N,N-trimethyl-1-propanaminium iodide; 4-pyrrolidin-1-ylpyridine; acetic acid; N-ethyl-N,N-diisopropylamine; zinc(II) chloride; In dichloromethane; chloroform; 1: Acylation / 2: Acylation / 3: Hydrolysis / 4: Acylation / 5: phosphorylation / 6: Substitution;
DOI:10.1021/jm990222b

Reference yield:

: 216013-10-4
2-(trimethylsilil)ethyl 2-deoxy-4,6-O-isopropylidene-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside

: 216013-92-2
2-deoxy-4-O-diphenylphosphono-3-O-[(R)-3-dodecanoyloxytetradecanoyl]-6-O-(2,2,2-trichloro-1,1-dimethylethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranosyl chloride

Guidance literature:: Multi-step reaction with 5 steps

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

2: 90 percent AcOH / 1 h / 60 °C

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

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

5: dichloromethyl methyl ether; ZnCl₂ / CHCl₃ / 20 °C

With pyridine; 2-pyrrolidinopyridine; Dichloromethyl methyl ether; 3-{[(ethylimino)methylene]-amino}-N,N,N-trimethyl-1-propanaminium iodide; 4-pyrrolidin-1-ylpyridine; acetic acid; N-ethyl-N,N-diisopropylamine; zinc(II) chloride; In dichloromethane; chloroform; 1: Acylation / 2: Hydrolysis / 3: Acylation / 4: phosphorylation / 5: Substitution;
DOI:10.1021/jm990222b