1-O-acetyl-2-deoxy-4-O-diphenylphosphono-3-O-tetradecanoyl-6-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranose

Base Information

Chemical Name:1-O-acetyl-2-deoxy-4-O-diphenylphosphono-3-O-tetradecanoyl-6-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranose
CAS No.:118638-60-1
Molecular Formula:C₄₀H₅₂Cl₆NO₁₄P
Molecular Weight:1014.54
Hs Code.:

1-O-acetyl-2-deoxy-4-O-diphenylphosphono-3-O-tetradecanoyl-6-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranose

Synonyms:1-O-acetyl-2-deoxy-4-O-diphenylphosphono-3-O-tetradecanoyl-6-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranose

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Chemical Property of 1-O-acetyl-2-deoxy-4-O-diphenylphosphono-3-O-tetradecanoyl-6-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranose

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Technology Process of 1-O-acetyl-2-deoxy-4-O-diphenylphosphono-3-O-tetradecanoyl-6-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranose

There total 7 articles about 1-O-acetyl-2-deoxy-4-O-diphenylphosphono-3-O-tetradecanoyl-6-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranose 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: 91.6%

: 108-24-7
acetic anhydride

: 2-deoxy-4-O-diphenylphosphono-3-O-tetradecanoyl-6-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucose

: 118638-60-1
1-O-acetyl-2-deoxy-4-O-diphenylphosphono-3-O-tetradecanoyl-6-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranose

Guidance literature:: With pyridine; In dichloromethane; for 15h; Ambient temperature;
DOI:10.1248/cpb.39.1994

Reference yield:

: 97562-24-8
allyl 2-deoxy-4,6-O-isopropylidene-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

: 118638-60-1
1-O-acetyl-2-deoxy-4-O-diphenylphosphono-3-O-tetradecanoyl-6-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranose

Guidance literature:: Multi-step reaction with 6 steps

1: 89 percent / dimethylaminopyridine (DMAP), dicyclohexylcarbodiimide (DCC) / CH₂Cl₂ / 1 h / Ambient temperature

2: 77 percent / 90percent AcOH / 0.5 h / 90 °C

3: 73 percent / pyridine / 6 h / Ambient temperature

4: 94 percent / dimethylaminopyridine (DMAP), pyridine / CH₂Cl₂ / 22 h / Ambient temperature

5: 1) 1,5-cyclooctadienebis(methyldiphenylphosphine)iridium hexafluorophosphate / H₂ 2) I₂ / H₂O / 1) THF, 50 deg C, 2 h, 2) 20 min, r.t.

6: 91.6 percent / pyridine / CH₂Cl₂ / 15 h / Ambient temperature

With pyridine; dmap; (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; water; hydrogen; iodine; acetic acid; dicyclohexyl-carbodiimide; In dichloromethane;
DOI:10.1248/cpb.39.1994

Reference yield:

: 137600-34-1
allyl 2-deoxy-3-O-tetradecanoyl-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

: 118638-60-1
1-O-acetyl-2-deoxy-4-O-diphenylphosphono-3-O-tetradecanoyl-6-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: 73 percent / pyridine / 6 h / Ambient temperature

2: 94 percent / dimethylaminopyridine (DMAP), pyridine / CH₂Cl₂ / 22 h / Ambient temperature

3: 1) 1,5-cyclooctadienebis(methyldiphenylphosphine)iridium hexafluorophosphate / H₂ 2) I₂ / H₂O / 1) THF, 50 deg C, 2 h, 2) 20 min, r.t.

4: 91.6 percent / pyridine / CH₂Cl₂ / 15 h / Ambient temperature

With pyridine; dmap; (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; water; hydrogen; iodine; In dichloromethane;
DOI:10.1248/cpb.39.1994