1-octadecanoyl-2-[5-(tert-butyldiphenylsilyloxy)hept-6-en-1-oyl]-sn-glycero-3-phosphocholine

Base Information

Chemical Name:1-octadecanoyl-2-[5-(tert-butyldiphenylsilyloxy)hept-6-en-1-oyl]-sn-glycero-3-phosphocholine
CAS No.:264874-86-4
Molecular Formula:C₄₉H₈₂NO₉PSi
Molecular Weight:888.251
Hs Code.:

Synonyms:1-octadecanoyl-2-[5-(tert-butyldiphenylsilyloxy)hept-6-en-1-oyl]-sn-glycero-3-phosphocholine

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Chemical Property of 1-octadecanoyl-2-[5-(tert-butyldiphenylsilyloxy)hept-6-en-1-oyl]-sn-glycero-3-phosphocholine

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Technology Process of 1-octadecanoyl-2-[5-(tert-butyldiphenylsilyloxy)hept-6-en-1-oyl]-sn-glycero-3-phosphocholine

There total 6 articles about 1-octadecanoyl-2-[5-(tert-butyldiphenylsilyloxy)hept-6-en-1-oyl]-sn-glycero-3-phosphocholine 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: 24.0%

: 19420-57-6,5655-17-4
1-stearoyl-sn-glycero-3-phosphocholine

: 264874-85-3
5-(tert-butyldiphenylsilyloxy)hept-6-enoic acid

: 264874-86-4
1-octadecanoyl-2-[5-(tert-butyldiphenylsilyloxy)hept-6-en-1-oyl]-sn-glycero-3-phosphocholine

Guidance literature:: With 4-(Methylamino)pyridine; dicyclohexyl-carbodiimide; In chloroform; at 20 ℃; for 48h;
DOI:10.1002/(SICI)1096-9888(200002)35:2<224::AID-JMS933>3.0.CO;2-G

Reference yield:

: 76102-74-4
5-(tetrahydro-2H-pyran-2-yloxy)pentan-1-ol

: 264874-86-4
1-octadecanoyl-2-[5-(tert-butyldiphenylsilyloxy)hept-6-en-1-oyl]-sn-glycero-3-phosphocholine

Guidance literature:: Multi-step reaction with 6 steps

1: 68 percent / pyridinium chlorochromate / CH₂Cl₂ / 2 h

2: 80 percent / tetrahydrofuran / 3 h / 0 °C

3: 96 percent / imidazole; 4-dimethylaminopyridine / dimethylformamide / 12 h / 20 °C

4: 76.5 percent / p-toluenesulfonic acid / methanol / 1 h

5: 93 percent / pyridinium dichromate / dimethylformamide / 5 h / 20 °C

6: 24 percent / 1,3-dicyclohexylcarbodiimide; 4-methylaminopyridine / CHCl₃ / 48 h / 20 °C

With 1H-imidazole; 4-(Methylamino)pyridine; dmap; dipyridinium dichromate; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; pyridinium chlorochromate; In tetrahydrofuran; methanol; dichloromethane; chloroform; N,N-dimethyl-formamide; 1: Oxidation / 2: Addition / 3: silylation / 4: methanolysis / 5: Oxidation / 6: Esterification;
DOI:10.1002/(SICI)1096-9888(200002)35:2<224::AID-JMS933>3.0.CO;2-G

Reference yield:

: 77441-45-3
3-hydroxy-7-(tetrahydro-2H-pyranyloxy)hept-1-ene

: 264874-86-4
1-octadecanoyl-2-[5-(tert-butyldiphenylsilyloxy)hept-6-en-1-oyl]-sn-glycero-3-phosphocholine

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / imidazole; 4-dimethylaminopyridine / dimethylformamide / 12 h / 20 °C

2: 76.5 percent / p-toluenesulfonic acid / methanol / 1 h

3: 93 percent / pyridinium dichromate / dimethylformamide / 5 h / 20 °C

4: 24 percent / 1,3-dicyclohexylcarbodiimide; 4-methylaminopyridine / CHCl₃ / 48 h / 20 °C

With 1H-imidazole; 4-(Methylamino)pyridine; dmap; dipyridinium dichromate; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; In methanol; chloroform; N,N-dimethyl-formamide; 1: silylation / 2: methanolysis / 3: Oxidation / 4: Esterification;
DOI:10.1002/(SICI)1096-9888(200002)35:2<224::AID-JMS933>3.0.CO;2-G