benzyl 2-deoxy-4-O-(diphenylphosphono)-2-<(3R)-3-dodecanoyloxytetradecanamido>-3-O-tetradecanoyl-6-O-trityl-β-D-glucopyranoside

Base Information

Chemical Name:benzyl 2-deoxy-4-O-(diphenylphosphono)-2-<(3R)-3-dodecanoyloxytetradecanamido>-3-O-tetradecanoyl-6-O-trityl-β-D-glucopyranoside
CAS No.:112166-39-9
Molecular Formula:C₈₄H₁₁₆NO₁₂P
Molecular Weight:1362.82
Hs Code.:

Synonyms:benzyl 2-deoxy-4-O-(diphenylphosphono)-2-<(3R)-3-dodecanoyloxytetradecanamido>-3-O-tetradecanoyl-6-O-trityl-β-D-glucopyranoside

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Chemical Property of benzyl 2-deoxy-4-O-(diphenylphosphono)-2-<(3R)-3-dodecanoyloxytetradecanamido>-3-O-tetradecanoyl-6-O-trityl-β-D-glucopyranoside

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Technology Process of benzyl 2-deoxy-4-O-(diphenylphosphono)-2-<(3R)-3-dodecanoyloxytetradecanamido>-3-O-tetradecanoyl-6-O-trityl-β-D-glucopyranoside

There total 8 articles about benzyl 2-deoxy-4-O-(diphenylphosphono)-2-<(3R)-3-dodecanoyloxytetradecanamido>-3-O-tetradecanoyl-6-O-trityl-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: 74.4%

: 112166-22-0
Tetradecanoic acid (2R,3R,4R,5S,6R)-2-benzyloxy-3-((R)-3-dodecanoyloxy-tetradecanoylamino)-5-hydroxy-6-trityloxymethyl-tetrahydro-pyran-4-yl ester

: 2524-64-3
chlorophosphoric acid diphenyl ester

: 112166-39-9
benzyl 2-deoxy-4-O-(diphenylphosphono)-2-<(3R)-3-dodecanoyloxytetradecanamido>-3-O-tetradecanoyl-6-O-trityl-β-D-glucopyranoside

Guidance literature:: With dmap; In pyridine; dichloromethane;
DOI:10.1016/0008-6215(87)80220-3

Reference yield:

: 112-16-3
n-dodecanoyl chloride

: 112166-39-9
benzyl 2-deoxy-4-O-(diphenylphosphono)-2-<(3R)-3-dodecanoyloxytetradecanamido>-3-O-tetradecanoyl-6-O-trityl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 95.3 percent / DMAP / CH₂Cl₂; pyridine / Ambient temperature

2: zinc dust, acetic acid / 50 °C

3: 90 percent / 3-(3-dimethylamino)propyl-1-ethylcarbodiimide hydrochloride / CH₂Cl₂ / Ambient temperature

4: 97 percent / 3-(3-dimethylamino)propyl-1-ethylcarbodiimide hydrochloride, 4-(dimethylamino)pyridine / CH₂Cl₂ / Ambient temperature

5: 82 percent / 95percent acetic acid

6: pyridine / 6 h / 90 °C

7: 74.4 percent / 4-(dimethylamino)pyridine / CH₂Cl₂; pyridine

With dmap; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; zinc; In pyridine; dichloromethane;
DOI:10.1016/0008-6215(87)80220-3

Reference yield:

: 107856-74-6
C₂₆H₅₀O₄

: 112166-39-9
benzyl 2-deoxy-4-O-(diphenylphosphono)-2-<(3R)-3-dodecanoyloxytetradecanamido>-3-O-tetradecanoyl-6-O-trityl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / 3-(3-dimethylamino)propyl-1-ethylcarbodiimide hydrochloride / CH₂Cl₂ / Ambient temperature

2: 97 percent / 3-(3-dimethylamino)propyl-1-ethylcarbodiimide hydrochloride, 4-(dimethylamino)pyridine / CH₂Cl₂ / Ambient temperature

3: 82 percent / 95percent acetic acid

4: pyridine / 6 h / 90 °C

5: 74.4 percent / 4-(dimethylamino)pyridine / CH₂Cl₂; pyridine

With dmap; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In pyridine; dichloromethane;
DOI:10.1016/0008-6215(87)80220-3