Hexadecanoic acid (R)-2-[benzyloxy-((1R,2R,3S,4R)-2,3,4-tris-benzyloxy-cyclohexyloxy)-phosphoryloxy]-1-hexadecanoyloxymethyl-ethyl ester

Base Information

Chemical Name:Hexadecanoic acid (R)-2-[benzyloxy-((1R,2R,3S,4R)-2,3,4-tris-benzyloxy-cyclohexyloxy)-phosphoryloxy]-1-hexadecanoyloxymethyl-ethyl ester
CAS No.:197896-29-0
Molecular Formula:C₆₉H₁₀₃O₁₁P
Molecular Weight:1139.54
Hs Code.:

Synonyms:Hexadecanoic acid (R)-2-[benzyloxy-((1R,2R,3S,4R)-2,3,4-tris-benzyloxy-cyclohexyloxy)-phosphoryloxy]-1-hexadecanoyloxymethyl-ethyl ester

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Chemical Property of Hexadecanoic acid (R)-2-[benzyloxy-((1R,2R,3S,4R)-2,3,4-tris-benzyloxy-cyclohexyloxy)-phosphoryloxy]-1-hexadecanoyloxymethyl-ethyl ester

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Technology Process of Hexadecanoic acid (R)-2-[benzyloxy-((1R,2R,3S,4R)-2,3,4-tris-benzyloxy-cyclohexyloxy)-phosphoryloxy]-1-hexadecanoyloxymethyl-ethyl ester

There total 10 articles about Hexadecanoic acid (R)-2-[benzyloxy-((1R,2R,3S,4R)-2,3,4-tris-benzyloxy-cyclohexyloxy)-phosphoryloxy]-1-hexadecanoyloxymethyl-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: 89.0%

: 197896-28-9
Hexadecanoic acid (R)-2-[benzyloxy-((1R,2R,3S,4R)-2,3,4-tris-benzyloxy-cyclohexyloxy)-phosphanyloxy]-1-hexadecanoyloxymethyl-ethyl ester

: 197896-29-0
Hexadecanoic acid (R)-2-[benzyloxy-((1R,2R,3S,4R)-2,3,4-tris-benzyloxy-cyclohexyloxy)-phosphoryloxy]-1-hexadecanoyloxymethyl-ethyl ester

Guidance literature:: With tert.-butylhydroperoxide; In dichloromethane; 1.) 0 deg C, 1 h, 2.) -> room temperature, 2 h;
DOI:10.1016/S0040-4020(97)10003-5

Reference yield:

: 108549-21-9
benzyl-N,N,N',N'-tetraisopropylphosphorodiamidite

: 197896-29-0
Hexadecanoic acid (R)-2-[benzyloxy-((1R,2R,3S,4R)-2,3,4-tris-benzyloxy-cyclohexyloxy)-phosphoryloxy]-1-hexadecanoyloxymethyl-ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 102 percent / diisopropylammonium tetrazolide / CH₂Cl₂ / 21 h / Ambient temperature

2: tetrazole / CH₂Cl₂; acetonitrile / 1.) room temperature, 16 h, 2.) 36 deg C, 69 h

3: 89 percent / tert-BuOOH / CH₂Cl₂ / 1.) 0 deg C, 1 h, 2.) -> room temperature, 2 h

With 1H-tetrazole; tert.-butylhydroperoxide; N,N-diisopropylamine tetrazolide; In dichloromethane; acetonitrile;
DOI:10.1016/S0040-4020(97)10003-5

Reference yield:

: 162792-20-3
(1R,2R,3S,4S,5R)-3,4,5-Tris-benzyloxy-cyclohexane-1,2-diol

: 197896-29-0
Hexadecanoic acid (R)-2-[benzyloxy-((1R,2R,3S,4R)-2,3,4-tris-benzyloxy-cyclohexyloxy)-phosphoryloxy]-1-hexadecanoyloxymethyl-ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 88 percent / DMAP / pyridine / 1.) 0 deg C, 4.5 h, 2.) 4 deg C, 44 h

2: 86 percent / DMAP / CH₂Cl₂ / 139 h / Ambient temperature

3: 85 percent / Bu₃SnH, AIBN / toluene / 8.83 h / Heating

4: 87 percent / aq. NaOH / tetrahydrofuran; methanol / 2.83 h / Ambient temperature

5: 102 percent / diisopropylammonium tetrazolide / CH₂Cl₂ / 21 h / Ambient temperature

6: tetrazole / CH₂Cl₂; acetonitrile / 1.) room temperature, 16 h, 2.) 36 deg C, 69 h

7: 89 percent / tert-BuOOH / CH₂Cl₂ / 1.) 0 deg C, 1 h, 2.) -> room temperature, 2 h

With 1H-tetrazole; tert.-butylhydroperoxide; dmap; sodium hydroxide; 2,2'-azobis(isobutyronitrile); N,N-diisopropylamine tetrazolide; tri-n-butyl-tin hydride; In tetrahydrofuran; pyridine; methanol; dichloromethane; toluene; acetonitrile;
DOI:10.1016/S0040-4020(97)10003-5