1-O-benzyl-2-O-(15-formylpentadecanyl)-3-O-[16-(4-methoxybenzyloxy)hexadecanyl]-sn-glycerol

Base Information

Chemical Name:1-O-benzyl-2-O-(15-formylpentadecanyl)-3-O-[16-(4-methoxybenzyloxy)hexadecanyl]-sn-glycerol
CAS No.:176211-42-0
Molecular Formula:C₅₀H₈₄O₆
Molecular Weight:781.213
Hs Code.:

Synonyms:1-O-benzyl-2-O-(15-formylpentadecanyl)-3-O-[16-(4-methoxybenzyloxy)hexadecanyl]-sn-glycerol

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Chemical Property of 1-O-benzyl-2-O-(15-formylpentadecanyl)-3-O-[16-(4-methoxybenzyloxy)hexadecanyl]-sn-glycerol

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Technology Process of 1-O-benzyl-2-O-(15-formylpentadecanyl)-3-O-[16-(4-methoxybenzyloxy)hexadecanyl]-sn-glycerol

There total 11 articles about 1-O-benzyl-2-O-(15-formylpentadecanyl)-3-O-[16-(4-methoxybenzyloxy)hexadecanyl]-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: 82.0%

: 176211-31-7
1-O-benzyl-2-O-(16-hydroxyhexadecanyl)-3-O-[16-(4-methoxybenzyloxy)hexadecanyl]-sn-glycerol

: 176211-42-0
1-O-benzyl-2-O-(15-formylpentadecanyl)-3-O-[16-(4-methoxybenzyloxy)hexadecanyl]-sn-glycerol

Guidance literature:: With N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; In dichloromethane; acetonitrile; Ambient temperature;
DOI:10.1039/CC9960000365

Reference yield:

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

: 176211-42-0
1-O-benzyl-2-O-(15-formylpentadecanyl)-3-O-[16-(4-methoxybenzyloxy)hexadecanyl]-sn-glycerol

Guidance literature:: Multi-step reaction with 4 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: oxalyl chloride; DMSO / CH₂Cl₂ / 1.25 h / -20 °C

4.2: 80 percent / Et₃N / CH₂Cl₂ / -56 - 0 °C

With hydrogenchloride; oxalyl dichloride; sodium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; 1.1: Esterification / 2.1: Metallation / 2.2: Etherification / 3.1: Hydrolysis / 4.1: Swern oxidation / 4.2: Swern oxidation;
DOI:10.1246/bcsj.70.2545

Reference yield:

: 176211-45-3
16-(4-methoxybenzyloxy)-1-hexadecanal

: 176211-42-0
1-O-benzyl-2-O-(15-formylpentadecanyl)-3-O-[16-(4-methoxybenzyloxy)hexadecanyl]-sn-glycerol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 97 percent / p-toluenesulfonic acid; MgSO₄ / CH₂Cl₂ / 18 h / 20 °C

2.1: 43 percent / DIBAL-H / toluene / 0 - 20 °C

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

3.2: 97 percent / dimethylsulfoxide / 12 h / 20 °C

4.1: 93 percent / aq. HCl / tetrahydrofuran; methanol / 11 h / 20 °C

5.1: oxalyl chloride; DMSO / CH₂Cl₂ / 1.25 h / -20 °C

5.2: 80 percent / Et₃N / CH₂Cl₂ / -56 - 0 °C

With hydrogenchloride; oxalyl dichloride; sodium hydride; diisobutylaluminium hydride; magnesium sulfate; toluene-4-sulfonic acid; dimethyl sulfoxide; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; toluene; 1.1: Cyclization / 2.1: Reduction / 3.1: Metallation / 3.2: Etherification / 4.1: Hydrolysis / 5.1: Swern oxidation / 5.2: Swern oxidation;
DOI:10.1246/bcsj.70.2545