2-(diphenylphosphonooxy)ethyl 2-<(R)-3-benzyloxytetradecanoylamino>-2-deoxy-4,6-O-isopropylidene-α-D-glucopyranoside

Base Information

Chemical Name:2-(diphenylphosphonooxy)ethyl 2-<(R)-3-benzyloxytetradecanoylamino>-2-deoxy-4,6-O-isopropylidene-α-D-glucopyranoside
CAS No.:118638-74-7
Molecular Formula:C₄₄H₆₂NO₁₁P
Molecular Weight:811.95
Hs Code.:

Synonyms:2-(diphenylphosphonooxy)ethyl 2-<(R)-3-benzyloxytetradecanoylamino>-2-deoxy-4,6-O-isopropylidene-α-D-glucopyranoside

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Chemical Property of 2-(diphenylphosphonooxy)ethyl 2-<(R)-3-benzyloxytetradecanoylamino>-2-deoxy-4,6-O-isopropylidene-α-D-glucopyranoside

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Technology Process of 2-(diphenylphosphonooxy)ethyl 2-<(R)-3-benzyloxytetradecanoylamino>-2-deoxy-4,6-O-isopropylidene-α-D-glucopyranoside

There total 5 articles about 2-(diphenylphosphonooxy)ethyl 2-<(R)-3-benzyloxytetradecanoylamino>-2-deoxy-4,6-O-isopropylidene-α-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: 84.0%

: 118638-73-6
2-hydroxyethyl 2-<(R)-3-benzyloxytetradecanoylamino>-2-deoxy-4,6-O-isopropylidene-α-D-glucopyranoside

: 2524-64-3
chlorophosphoric acid diphenyl ester

: 118638-74-7
2-(diphenylphosphonooxy)ethyl 2-<(R)-3-benzyloxytetradecanoylamino>-2-deoxy-4,6-O-isopropylidene-α-D-glucopyranoside

Guidance literature:: With pyridine; dmap; In dichloromethane; for 4h; Ambient temperature;
DOI:10.1248/cpb.38.3366

Reference yield:

: 172490-46-9
2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranose

: 118638-74-7
2-(diphenylphosphonooxy)ethyl 2-<(R)-3-benzyloxytetradecanoylamino>-2-deoxy-4,6-O-isopropylidene-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 1) 5 M HCl, 2) pyridine / 1) dioxane, 90 deg C, 4 h, 2) room temperature, 16 h

2: AcOH, Zn / 1 h / Ambient temperature

3: 1) DCC, HOBt, 2) N-methylmorpholine / 1) THF, 3 h, room temperature, 2) 3 h, room temperature

4: 89 percent / MeONa / methanol / 0.33 h / Ambient temperature

5: 76 percent / p-TsOH*H₂O / dimethylformamide / 5 h / Ambient temperature

6: 84 percent / pyridine, 4-dimethylaminopyridine / CH₂Cl₂ / 4 h / Ambient temperature

With 4-methyl-morpholine; pyridine; hydrogenchloride; dmap; sodium methylate; benzotriazol-1-ol; toluene-4-sulfonic acid; acetic acid; dicyclohexyl-carbodiimide; zinc; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1248/cpb.38.3366

Reference yield:

: 118638-72-5
2-hydroxyethyl 2-<(R)-3-benzyloxytetradecanoylamino>-2-deoxy-α-D-glucopyranoside

: 118638-74-7
2-(diphenylphosphonooxy)ethyl 2-<(R)-3-benzyloxytetradecanoylamino>-2-deoxy-4,6-O-isopropylidene-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 76 percent / p-TsOH*H₂O / dimethylformamide / 5 h / Ambient temperature

2: 84 percent / pyridine, 4-dimethylaminopyridine / CH₂Cl₂ / 4 h / Ambient temperature

With pyridine; dmap; toluene-4-sulfonic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1248/cpb.38.3366