allyl 2-deoxy-4-O-diphenylphosphono-6-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-3-O-<(R)-3-(2,2,2-trichloroethoxycarbonyloxy)tetradecanoyl>-α-D-glucopyranoside

Base Information

Chemical Name:allyl 2-deoxy-4-O-diphenylphosphono-6-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-3-O-<(R)-3-(2,2,2-trichloroethoxycarbonyloxy)tetradecanoyl>-α-D-glucopyranoside
CAS No.:137600-37-4
Molecular Formula:C₄₄H₅₅Cl₉NO₁₆P
Molecular Weight:1203.97
Hs Code.:

allyl 2-deoxy-4-O-diphenylphosphono-6-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-3-O-<(R)-3-(2,2,2-trichloroethoxycarbonyloxy)tetradecanoyl>-α-D-glucopyranoside

Synonyms:allyl 2-deoxy-4-O-diphenylphosphono-6-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-3-O-<(R)-3-(2,2,2-trichloroethoxycarbonyloxy)tetradecanoyl>-α-D-glucopyranoside

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Chemical Property of allyl 2-deoxy-4-O-diphenylphosphono-6-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-3-O-<(R)-3-(2,2,2-trichloroethoxycarbonyloxy)tetradecanoyl>-α-D-glucopyranoside

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Technology Process of allyl 2-deoxy-4-O-diphenylphosphono-6-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-3-O-<(R)-3-(2,2,2-trichloroethoxycarbonyloxy)tetradecanoyl>-α-D-glucopyranoside

There total 8 articles about allyl 2-deoxy-4-O-diphenylphosphono-6-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-3-O-<(R)-3-(2,2,2-trichloroethoxycarbonyloxy)tetradecanoyl>-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: 95.0%

: allyl 2-deoxy-6-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-3-O-<(R)-3-(2,2,2-trichloroethoxycarbonyloxy)tetradecanoyl>-α-D-glucopyranoside

: 2524-64-3
chlorophosphoric acid diphenyl ester

: 137600-37-4
allyl 2-deoxy-4-O-diphenylphosphono-6-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-3-O-<(R)-3-(2,2,2-trichloroethoxycarbonyloxy)tetradecanoyl>-α-D-glucopyranoside

Guidance literature:: With pyridine; dmap; In dichloromethane; for 22h; Ambient temperature;
DOI:10.1248/cpb.39.1994

Reference yield:

: 28715-21-1,3422-31-9
(R)-3-hydroxytetradecanoic acid

: 137600-37-4
allyl 2-deoxy-4-O-diphenylphosphono-6-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-3-O-<(R)-3-(2,2,2-trichloroethoxycarbonyloxy)tetradecanoyl>-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 61 percent / triethylamine / ethyl acetate / 72 h / Ambient temperature

2: pyridine / Ambient temperature; 1) THF, 1 h 2) methanol, 1 h

3: H₂ / Pd/C / tetrahydrofuran / 2 h

4: 75 percent / dimethylaminopyridine (DMAP), dicyclohexylcarbodiimide (DCC) / CH₂Cl₂ / 1 h / Ambient temperature

5: 91 percent / 90percent AcOH / 0.5 h / 90 °C

6: 85 percent / pyridine / 6 h / Ambient temperature

7: 95 percent / dimethylaminopyridine (DMAP), pyridine / CH₂Cl₂ / 22 h / Ambient temperature

With pyridine; dmap; hydrogen; acetic acid; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1248/cpb.39.1994

Reference yield:

: 88862-84-4
3-hydroxy-D-tetradecanoic acid benzyl ester

: 137600-37-4
allyl 2-deoxy-4-O-diphenylphosphono-6-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-3-O-<(R)-3-(2,2,2-trichloroethoxycarbonyloxy)tetradecanoyl>-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: pyridine / Ambient temperature; 1) THF, 1 h 2) methanol, 1 h

2: H₂ / Pd/C / tetrahydrofuran / 2 h

3: 75 percent / dimethylaminopyridine (DMAP), dicyclohexylcarbodiimide (DCC) / CH₂Cl₂ / 1 h / Ambient temperature

4: 91 percent / 90percent AcOH / 0.5 h / 90 °C

5: 85 percent / pyridine / 6 h / Ambient temperature

6: 95 percent / dimethylaminopyridine (DMAP), pyridine / CH₂Cl₂ / 22 h / Ambient temperature

With pyridine; dmap; hydrogen; acetic acid; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane;
DOI:10.1248/cpb.39.1994