Hexadecanoic acid (S)-1-hexadecanoyloxymethyl-2-{hydroxy-[(R)-3-hydroxy-2-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-propoxy]-phosphoryloxy}-ethyl ester

Base Information

Chemical Name:Hexadecanoic acid (S)-1-hexadecanoyloxymethyl-2-{hydroxy-[(R)-3-hydroxy-2-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-propoxy]-phosphoryloxy}-ethyl ester
CAS No.:73508-41-5
Molecular Formula:C₇₂H₁₀₉O₁₅P
Molecular Weight:1245.62
Hs Code.:

Hexadecanoic acid (S)-1-hexadecanoyloxymethyl-2-{hydroxy-[(R)-3-hydroxy-2-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-propoxy]-phosphoryloxy}-ethyl ester

Synonyms:Hexadecanoic acid (S)-1-hexadecanoyloxymethyl-2-{hydroxy-[(R)-3-hydroxy-2-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-propoxy]-phosphoryloxy}-ethyl ester

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Chemical Property of Hexadecanoic acid (S)-1-hexadecanoyloxymethyl-2-{hydroxy-[(R)-3-hydroxy-2-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-propoxy]-phosphoryloxy}-ethyl ester

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Technology Process of Hexadecanoic acid (S)-1-hexadecanoyloxymethyl-2-{hydroxy-[(R)-3-hydroxy-2-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-propoxy]-phosphoryloxy}-ethyl ester

There total 8 articles about Hexadecanoic acid (S)-1-hexadecanoyloxymethyl-2-{hydroxy-[(R)-3-hydroxy-2-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-propoxy]-phosphoryloxy}-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: 100.0%

: 73485-66-2,81703-32-4
Hexadecanoic acid (S)-1-hexadecanoyloxymethyl-2-[[(R)-3-hydroxy-2-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-propoxy]-(2,2,2-tribromo-ethoxy)-phosphoryloxy]-ethyl ester

: 73508-41-5
Hexadecanoic acid (S)-1-hexadecanoyloxymethyl-2-{hydroxy-[(R)-3-hydroxy-2-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-propoxy]-phosphoryloxy}-ethyl ester

Guidance literature:: With 2,4,6-tri(iso-propyl)benzenesulfonic acid; zinc; In pyridine; at 40 ℃; for 0.166667h;
DOI:10.1016/S0040-4020(01)98907-0

Reference yield:

: 4196-36-5
2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl 4-nitrobenzoate

: 73508-41-5
Hexadecanoic acid (S)-1-hexadecanoyloxymethyl-2-{hydroxy-[(R)-3-hydroxy-2-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-propoxy]-phosphoryloxy}-ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: HBr / CH₂Cl₂ / 0.17 h / Ambient temperature

2: 60 percent / di-isopropyl-ethylamine / tetraethylammonium bromide / CH₂Cl₂; dimethylformamide / 96 h / Ambient temperature

3: 87 percent / tetrabutylammonium hydroxide / H₂O; dioxane / 4 h / 20 °C

4: 96 percent / DABCO / (Ph₃P)3RhCl / ethanol; H₂O / 2.5 h / 85 °C

5: 83 percent / 2,2,2-triisopropylbenzenesulphonyl-3-nitro-1,2,4-triazole / pyridine / 2 h / Ambient temperature

6: 76 percent / HgCl₂, HgO / acetone; H₂O / 0.5 h / 20 °C

7: 100 percent / 2,4,6-triisopropylbenzenesulphonic acid, zinc / pyridine / 0.17 h / 40 °C

With 1,4-diaza-bicyclo[2.2.2]octane; 2,2,2-triisopropylbenzenesulphonyl-3-nitro-1,2,4-triazole; 2,4,6-tri(iso-propyl)benzenesulfonic acid; tetra(n-butyl)ammonium hydroxide; hydrogen bromide; N-ethyl-N,N-diisopropylamine; mercury dichloride; mercury(II) oxide; zinc; Wilkinson's catalyst; tetraethylammonium bromide; In 1,4-dioxane; pyridine; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4020(01)98907-0

Reference yield:

: 4196-35-4
2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl bromide

: 73508-41-5
Hexadecanoic acid (S)-1-hexadecanoyloxymethyl-2-{hydroxy-[(R)-3-hydroxy-2-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-propoxy]-phosphoryloxy}-ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 60 percent / di-isopropyl-ethylamine / tetraethylammonium bromide / CH₂Cl₂; dimethylformamide / 96 h / Ambient temperature

2: 87 percent / tetrabutylammonium hydroxide / H₂O; dioxane / 4 h / 20 °C

3: 96 percent / DABCO / (Ph₃P)3RhCl / ethanol; H₂O / 2.5 h / 85 °C

4: 83 percent / 2,2,2-triisopropylbenzenesulphonyl-3-nitro-1,2,4-triazole / pyridine / 2 h / Ambient temperature

5: 76 percent / HgCl₂, HgO / acetone; H₂O / 0.5 h / 20 °C

6: 100 percent / 2,4,6-triisopropylbenzenesulphonic acid, zinc / pyridine / 0.17 h / 40 °C

With 1,4-diaza-bicyclo[2.2.2]octane; 2,2,2-triisopropylbenzenesulphonyl-3-nitro-1,2,4-triazole; 2,4,6-tri(iso-propyl)benzenesulfonic acid; tetra(n-butyl)ammonium hydroxide; N-ethyl-N,N-diisopropylamine; mercury dichloride; mercury(II) oxide; zinc; Wilkinson's catalyst; tetraethylammonium bromide; In 1,4-dioxane; pyridine; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4020(01)98907-0