Tetradecanoic acid (S)-1-tetradecanoyloxymethyl-2-{(2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-[(2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-(benzyloxy-diisopropylamino-phosphanyloxymethyl)-tetrahydro-pyran-2-yloxymethyl]-tetrahydro-pyran-2-yloxy}-ethyl ester

Base Information

• Chemical Name: Tetradecanoic acid (S)-1-tetradecanoyloxymethyl-2-{(2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-[(2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-(benzyloxy-diisopropylamino-phosphanyloxymethyl)-tetrahydro-pyran-2-yloxymethyl]-tetrahydro-pyran-2-yloxy}-ethyl ester
• CAS No.: 544687-04-9
• Molecular Formula: C₉₈H₁₃₆NO₁₆P
• Molecular Weight: 1615.13

Synonyms:Tetradecanoic acid (S)-1-tetradecanoyloxymethyl-2-{(2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-[(2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-(benzyloxy-diisopropylamino-phosphanyloxymethyl)-tetrahydro-pyran-2-yloxymethyl]-tetrahydro-pyran-2-yloxy}-ethyl ester

Chemical Property of Tetradecanoic acid (S)-1-tetradecanoyloxymethyl-2-{(2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-[(2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-(benzyloxy-diisopropylamino-phosphanyloxymethyl)-tetrahydro-pyran-2-yloxymethyl]-tetrahydro-pyran-2-yloxy}-ethyl ester

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Technology Process of Tetradecanoic acid (S)-1-tetradecanoyloxymethyl-2-{(2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-[(2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-(benzyloxy-diisopropylamino-phosphanyloxymethyl)-tetrahydro-pyran-2-yloxymethyl]-tetrahydro-pyran-2-yloxy}-ethyl ester

There total 1 articles about Tetradecanoic acid (S)-1-tetradecanoyloxymethyl-2-{(2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-[(2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-(benzyloxy-diisopropylamino-phosphanyloxymethyl)-tetrahydro-pyran-2-yloxymethyl]-tetrahydro-pyran-2-yloxy}-ethyl 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: 79.0%

benzyl-N,N,N',N'-tetraisopropylphosphorodiamidite (108549-21-9) + 1,2-di-O-myristoyl-3-O-[6-O-(2,3,4-tri-O-benzyl-β-D-glucopyranosyl)-2,3,4-tri-O-benzyl-β-D-glucopyranosyl]-sn-glycerol (544687-02-7) → Tetradecanoic acid (S)-1-tetradecanoyloxymethyl-2-{(2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-[(2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-(benzyloxy-diisopropylamino-phosphanyloxymethyl)-tetrahydro-pyran-2-yloxymethyl]-tetrahydro-pyran-2-yloxy}-ethyl ester (544687-04-9)

Guidance literature:

In dichloromethane;

DOI:10.1002/anie.200390243

Reference yield:

Phosphoric acid benzyl ester (S)-3-{benzyloxy-[(R)-3-{benzyloxy-[(R)-3-hydroxy-2-(4-methoxy-benzyloxy)-propoxy]-phosphoryloxy}-2-(4-methoxy-benzyloxy)-propoxy]-phosphoryloxy}-2-(4-methoxy-benzyloxy)-propyl ester (S)-2,3-bis-benzyloxy-propyl ester (849357-05-7) + Tetradecanoic acid (S)-1-tetradecanoyloxymethyl-2-{(2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-[(2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-(benzyloxy-diisopropylamino-phosphanyloxymethyl)-tetrahydro-pyran-2-yloxymethyl]-tetrahydro-pyran-2-yloxy}-ethyl ester (544687-04-9) → C163H204O37P4

Guidance literature:

With 1H-tetrazole; In dichloromethane; at 20 ℃; for 1.16667h;

DOI:10.1016/j.carres.2006.10.003

Reference yield:

C89H104O27P4 (849357-06-8) + Tetradecanoic acid (S)-1-tetradecanoyloxymethyl-2-{(2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-[(2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-(benzyloxy-diisopropylamino-phosphanyloxymethyl)-tetrahydro-pyran-2-yloxymethyl]-tetrahydro-pyran-2-yloxy}-ethyl ester (544687-04-9) → C181H225O43P5

Guidance literature:

With 1H-tetrazole; In dichloromethane; at 20 ℃; for 1.16667h;

DOI:10.1016/j.carres.2006.10.003

upstream raw materials:

benzyl-N,N,N',N'-tetraisopropylphosphorodiamidite

1,2-di-O-myristoyl-3-O-[6-O-(2,3,4-tri-O-benzyl-β-D-glucopyranosyl)-2,3,4-tri-O-benzyl-β-D-glucopyranosyl]-sn-glycerol

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