(R)-3-Tetradecanoyloxy-tetradecanoic acid (2R,3S,4R,5R)-3-(diphenoxy-phosphoryloxy)-6-hydroxy-5-(2,2,2-trichloro-ethoxycarbonylamino)-2-(2,2,2-trichloro-ethoxycarbonyloxymethyl)-tetrahydro-pyran-4-yl ester

Base Information

Chemical Name:(R)-3-Tetradecanoyloxy-tetradecanoic acid (2R,3S,4R,5R)-3-(diphenoxy-phosphoryloxy)-6-hydroxy-5-(2,2,2-trichloro-ethoxycarbonylamino)-2-(2,2,2-trichloro-ethoxycarbonyloxymethyl)-tetrahydro-pyran-4-yl ester
CAS No.:145593-20-0
Molecular Formula:C₅₂H₇₆Cl₆NO₁₅P
Molecular Weight:1198.86
Hs Code.:

(R)-3-Tetradecanoyloxy-tetradecanoic acid (2R,3S,4R,5R)-3-(diphenoxy-phosphoryloxy)-6-hydroxy-5-(2,2,2-trichloro-ethoxycarbonylamino)-2-(2,2,2-trichloro-ethoxycarbonyloxymethyl)-tetrahydro-pyran-4-yl ester

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Chemical Property of (R)-3-Tetradecanoyloxy-tetradecanoic acid (2R,3S,4R,5R)-3-(diphenoxy-phosphoryloxy)-6-hydroxy-5-(2,2,2-trichloro-ethoxycarbonylamino)-2-(2,2,2-trichloro-ethoxycarbonyloxymethyl)-tetrahydro-pyran-4-yl ester

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Technology Process of (R)-3-Tetradecanoyloxy-tetradecanoic acid (2R,3S,4R,5R)-3-(diphenoxy-phosphoryloxy)-6-hydroxy-5-(2,2,2-trichloro-ethoxycarbonylamino)-2-(2,2,2-trichloro-ethoxycarbonyloxymethyl)-tetrahydro-pyran-4-yl ester

There total 14 articles about (R)-3-Tetradecanoyloxy-tetradecanoic acid (2R,3S,4R,5R)-3-(diphenoxy-phosphoryloxy)-6-hydroxy-5-(2,2,2-trichloro-ethoxycarbonylamino)-2-(2,2,2-trichloro-ethoxycarbonyloxymethyl)-tetrahydro-pyran-4-yl ester 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:

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

: 145593-20-0
(R)-3-Tetradecanoyloxy-tetradecanoic acid (2R,3S,4R,5R)-3-(diphenoxy-phosphoryloxy)-6-hydroxy-5-(2,2,2-trichloro-ethoxycarbonylamino)-2-(2,2,2-trichloro-ethoxycarbonyloxymethyl)-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) 4-dimethylaminopyridine, dicyclohexylcarbodiimide, 2.) 90percent acetic acid / 1.) dichloromethane, room temp., 2 h, 2.) 95 deg C, 10 min

2: 61 percent / pyridine / 0.33 h

3: 89 percent / pyridine, DMAP / CH₂Cl₂ / 2 h / Ambient temperature

4: 1.) 1,5-cyclooctadienebis(methyldiphenylphosphine)-iridium hexafluorophosphate, H₂, 2.) H₂O, I₂ / 1.) THF, 50 deg C, 40 min, 2.) THF, room temp., 10 min, 3.) anhydrous CHCl₃

With pyridine; dmap; (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; water; hydrogen; iodine; acetic acid; dicyclohexyl-carbodiimide; In pyridine; dichloromethane;
DOI:10.1246/bcsj.60.2205

Reference yield:

: 97562-25-9
allyl 2-deoxy-3-O-<(R)-3-tetradecanoyloxytetradecanoyl>-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

: 145593-20-0
(R)-3-Tetradecanoyloxy-tetradecanoic acid (2R,3S,4R,5R)-3-(diphenoxy-phosphoryloxy)-6-hydroxy-5-(2,2,2-trichloro-ethoxycarbonylamino)-2-(2,2,2-trichloro-ethoxycarbonyloxymethyl)-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 61 percent / pyridine / 0.33 h

2: 89 percent / pyridine, DMAP / CH₂Cl₂ / 2 h / Ambient temperature

3: 1.) 1,5-cyclooctadienebis(methyldiphenylphosphine)-iridium hexafluorophosphate, H₂, 2.) H₂O, I₂ / 1.) THF, 50 deg C, 40 min, 2.) THF, room temp., 10 min, 3.) anhydrous CHCl₃

With pyridine; dmap; (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; water; hydrogen; iodine; In pyridine; dichloromethane;
DOI:10.1246/bcsj.60.2205

Reference yield:

: 103360-14-1
allyl 2-deoxy-3-O-<(R)-3-tetradecanoyloxytetradecanoyl>-6-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

: 145593-20-0
(R)-3-Tetradecanoyloxy-tetradecanoic acid (2R,3S,4R,5R)-3-(diphenoxy-phosphoryloxy)-6-hydroxy-5-(2,2,2-trichloro-ethoxycarbonylamino)-2-(2,2,2-trichloro-ethoxycarbonyloxymethyl)-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 89 percent / pyridine, DMAP / CH₂Cl₂ / 2 h / Ambient temperature

2: 1.) 1,5-cyclooctadienebis(methyldiphenylphosphine)-iridium hexafluorophosphate, H₂, 2.) H₂O, I₂ / 1.) THF, 50 deg C, 40 min, 2.) THF, room temp., 10 min, 3.) anhydrous CHCl₃

With pyridine; dmap; (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; water; hydrogen; iodine; In dichloromethane;
DOI:10.1246/bcsj.60.2205