1-O-benzyl-3-O-[16-(4-methoxybenzyloxy)hexadecanyl]-2-O-(16-phenylsulfonylhexadecanyl)-sn-glycerol

Base Information

Chemical Name:1-O-benzyl-3-O-[16-(4-methoxybenzyloxy)hexadecanyl]-2-O-(16-phenylsulfonylhexadecanyl)-sn-glycerol
CAS No.:176211-46-4
Molecular Formula:C₅₆H₉₀O₇S
Molecular Weight:907.392
Hs Code.:

Synonyms:1-O-benzyl-3-O-[16-(4-methoxybenzyloxy)hexadecanyl]-2-O-(16-phenylsulfonylhexadecanyl)-sn-glycerol

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Chemical Property of 1-O-benzyl-3-O-[16-(4-methoxybenzyloxy)hexadecanyl]-2-O-(16-phenylsulfonylhexadecanyl)-sn-glycerol

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Technology Process of 1-O-benzyl-3-O-[16-(4-methoxybenzyloxy)hexadecanyl]-2-O-(16-phenylsulfonylhexadecanyl)-sn-glycerol

There total 13 articles about 1-O-benzyl-3-O-[16-(4-methoxybenzyloxy)hexadecanyl]-2-O-(16-phenylsulfonylhexadecanyl)-sn-glycerol 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: 95.0%

: 873-55-2
sodium benzenesulfonate

: 176211-38-4
1-O-benzyl-2-O-(16-iodohexadecanyl)-3-O-[16-(4-methoxybenzyloxy)hexadecanyl]-sn-glycerol

: 176211-46-4
1-O-benzyl-3-O-[16-(4-methoxybenzyloxy)hexadecanyl]-2-O-(16-phenylsulfonylhexadecanyl)-sn-glycerol

Guidance literature:: In N,N-dimethyl-formamide; Ambient temperature;
DOI:10.1039/CC9960000365

Reference yield:

: 139386-65-5
1-hydroxy-16-(2'-tetrahydropyranyloxy)-hexadecane

: 176211-46-4
1-O-benzyl-3-O-[16-(4-methoxybenzyloxy)hexadecanyl]-2-O-(16-phenylsulfonylhexadecanyl)-sn-glycerol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 97 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 - 20 °C

2.1: NaH / dimethylsulfoxide / 0.5 h / 20 °C

2.2: 97 percent / dimethylsulfoxide / 12 h / 20 °C

3.1: 93 percent / aq. HCl / tetrahydrofuran; methanol / 11 h / 20 °C

4.1: 95 percent / imidazole; triphenylphosphine; I₂ / benzene / 0.67 h / 20 °C

5.1: 95 percent / dimethylformamide / 12 h / 20 °C

With 1H-imidazole; hydrogenchloride; iodine; sodium hydride; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; benzene; 1.1: Esterification / 2.1: Metallation / 2.2: Etherification / 3.1: Hydrolysis / 4.1: Iodination / 5.1: Substitution;
DOI:10.1246/bcsj.70.2545

Reference yield:

: 176211-44-2
16-(4-methoxybenzyloxy)-1-hexadecanol

: 176211-46-4
1-O-benzyl-3-O-[16-(4-methoxybenzyloxy)hexadecanyl]-2-O-(16-phenylsulfonylhexadecanyl)-sn-glycerol

Guidance literature:: Multi-step reaction with 7 steps

1.1: oxalyl chloride; DMSO / CH₂Cl₂ / 0.62 h / -20 °C

1.2: 80 percent / Et₃N / CH₂Cl₂ / -30 - 0 °C

2.1: 97 percent / p-toluenesulfonic acid; MgSO₄ / CH₂Cl₂ / 18 h / 20 °C

3.1: 43 percent / DIBAL-H / toluene / 0 - 20 °C

4.1: NaH / dimethylsulfoxide / 0.5 h / 20 °C

4.2: 97 percent / dimethylsulfoxide / 12 h / 20 °C

5.1: 93 percent / aq. HCl / tetrahydrofuran; methanol / 11 h / 20 °C

6.1: 95 percent / imidazole; triphenylphosphine; I₂ / benzene / 0.67 h / 20 °C

7.1: 95 percent / dimethylformamide / 12 h / 20 °C

With 1H-imidazole; hydrogenchloride; oxalyl dichloride; iodine; sodium hydride; diisobutylaluminium hydride; magnesium sulfate; toluene-4-sulfonic acid; dimethyl sulfoxide; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; benzene; 1.1: Swern oxidation / 1.2: Swern oxidation / 2.1: Cyclization / 3.1: Reduction / 4.1: Metallation / 4.2: Etherification / 5.1: Hydrolysis / 6.1: Iodination / 7.1: Substitution;
DOI:10.1246/bcsj.70.2545