2-(diphenylphosphonooxy)ethyl 2-deoxy-3-O-tetradecanoyl-2-tetradecanoylamino-β-D-glucopyranoside

Base Information

Chemical Name:2-(diphenylphosphonooxy)ethyl 2-deoxy-3-O-tetradecanoyl-2-tetradecanoylamino-β-D-glucopyranoside
CAS No.:118638-82-7
Molecular Formula:C₄₈H₇₈NO₁₁P
Molecular Weight:876.121
Hs Code.:

Synonyms:2-(diphenylphosphonooxy)ethyl 2-deoxy-3-O-tetradecanoyl-2-tetradecanoylamino-β-D-glucopyranoside

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Chemical Property of 2-(diphenylphosphonooxy)ethyl 2-deoxy-3-O-tetradecanoyl-2-tetradecanoylamino-β-D-glucopyranoside

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Technology Process of 2-(diphenylphosphonooxy)ethyl 2-deoxy-3-O-tetradecanoyl-2-tetradecanoylamino-β-D-glucopyranoside

There total 7 articles about 2-(diphenylphosphonooxy)ethyl 2-deoxy-3-O-tetradecanoyl-2-tetradecanoylamino-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:

: 118638-76-9
2-O-benzyloxyethyl-2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside

: 118638-82-7
2-(diphenylphosphonooxy)ethyl 2-deoxy-3-O-tetradecanoyl-2-tetradecanoylamino-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: 1) K₂CO₃, Et₃O*BF₄, 2) 1 M HCl / 1) CH₂Cl₂, room temperature, 17.5 h, 2) THF, room temperature, 40 min

2: Et₃N

3: 87 percent / MeONa / methanol / Ambient temperature

4: 93 percent / p-TsOH*H₂O / CH₂Cl₂ / Ambient temperature

5: 82 percent / 4-dimethylaminopyridine, pyridine / CH₂Cl₂ / 1) 0 deg C, 30 min, 2) room temperature, 30 min

6: 80 percent / H₂ / Pd/C / acetic acid / 15 h / Ambient temperature

7: pyridine, 4-dimethylaminopyridine / CH₂Cl₂ / 4 h / Ambient temperature

8: 90percent AcOH / 0.5 h / 90 °C

With pyridine; hydrogenchloride; dmap; hydrogen; sodium methylate; triethyloxonium fluoroborate; potassium carbonate; toluene-4-sulfonic acid; acetic acid; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; acetic acid;
DOI:10.1248/cpb.38.3366

Reference yield:

: 118638-79-2
2-benzyloxyethyl 2-deoxy-4,6-O-isopropylidene-2-tetradecanoylamino-β-D-glucopyranoside

: 118638-82-7
2-(diphenylphosphonooxy)ethyl 2-deoxy-3-O-tetradecanoyl-2-tetradecanoylamino-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / 4-dimethylaminopyridine, pyridine / CH₂Cl₂ / 1) 0 deg C, 30 min, 2) room temperature, 30 min

2: 80 percent / H₂ / Pd/C / acetic acid / 15 h / Ambient temperature

3: pyridine, 4-dimethylaminopyridine / CH₂Cl₂ / 4 h / Ambient temperature

4: 90percent AcOH / 0.5 h / 90 °C

With pyridine; dmap; hydrogen; acetic acid; palladium on activated charcoal; In dichloromethane; acetic acid;
DOI:10.1248/cpb.38.3366

Reference yield:

: 118638-80-5
2-benzyloxyethyl 2-deoxy-4,6-O-isopropylidene-3-O-tetradecanoyl-2-tetradecanoylamino-β-D-glucopyranoside

: 118638-82-7
2-(diphenylphosphonooxy)ethyl 2-deoxy-3-O-tetradecanoyl-2-tetradecanoylamino-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / H₂ / Pd/C / acetic acid / 15 h / Ambient temperature

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

3: 90percent AcOH / 0.5 h / 90 °C

With pyridine; dmap; hydrogen; acetic acid; palladium on activated charcoal; In dichloromethane; acetic acid;
DOI:10.1248/cpb.38.3366