1-[12-(m-iodophenyl)-dodecyl]-2-methyl-rac-glycero-3-phosphocholine

Base Information

• Chemical Name: 1-[12-(m-iodophenyl)-dodecyl]-2-methyl-rac-glycero-3-phosphocholine
• CAS No.: 121269-42-9
• Molecular Formula: C₂₇H₄₉INO₆P
• Molecular Weight: 641.567

Synonyms:1-[12-(m-iodophenyl)-dodecyl]-2-methyl-rac-glycero-3-phosphocholine

Chemical Property of 1-[12-(m-iodophenyl)-dodecyl]-2-methyl-rac-glycero-3-phosphocholine

Chemical Property:

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Technology Process of 1-[12-(m-iodophenyl)-dodecyl]-2-methyl-rac-glycero-3-phosphocholine

There total 12 articles about 1-[12-(m-iodophenyl)-dodecyl]-2-methyl-rac-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: 52.0%

rac-1-O-<12-(m-iodophenyl)dodecyl>-2-O-methylglycerol 3-(2'-bromoethyl phosphate) (121288-64-0) + trimethylamine (75-50-3) → 1-[12-(m-iodophenyl)-dodecyl]-2-methyl-rac-glycero-3-phosphocholine (121269-42-9)

Guidance literature:

In chloroform; water; N,N-dimethyl-formamide; isopropyl alcohol; at 50 ℃; for 5.5h;

DOI:10.1021/jm00129a020

Reference yield:

→ 1-[12-(m-iodophenyl)-dodecyl]-2-methyl-rac-glycero-3-phosphocholine (121269-42-9) + trimethylamine (75-50-3)

Guidance literature:

Reference yield:

3-nitro-benzaldehyde (99-61-6) → 1-[12-(m-iodophenyl)-dodecyl]-2-methyl-rac-glycero-3-phosphocholine (121269-42-9)

Guidance literature:

Multi-step reaction with 10 steps

1: 60 percent / NaNH₂ / tetrahydrofuran / 4.5 h

2: 97.5 percent / H₂ / 5percent Pd/C / ethyl acetate / 4 h / 2327.2 Torr / Ambient temperature

3: 1) glacial acetic acid, conc. HCl, NaNO₂, 2) KI, I₂ / 1) H₂O, 40 min, 0 deg C, 2) overnight, r.t.

4: 88 percent / KOH / aq. ethanol / Heating

5: 98 percent / BH₃-THF / tetrahydrofuran / 20 h / Ambient temperature

6: 71 percent / pyridine / Ambient temperature

7: 1) K / 1) benzene, 1 h, reflux, 2) overnight, reflux

8: 66 percent / 1 N HClO₄ / dioxane / 10 h / 80 - 100 °C

9: 42 percent / pyridine / diethyl ether / 1) 10 min, 0 deg C, 2) 4.5 h, reflux

10: 52 percent / H₂O; CHCl₃; propan-2-ol; dimethylformamide / 5.5 h / 50 °C

With pyridine; hydrogenchloride; potassium hydroxide; perchloric acid; borane-THF; hydrogen; iodine; sodium amide; acetic acid; potassium iodide; sodium nitrite; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; chloroform; water; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol;

DOI:10.1021/jm00129a020

upstream raw materials:

rac-1-O-<12-(m-iodophenyl)dodecyl>-2-O-methylglycerol 3-(2'-bromoethyl phosphate)

trimethylamine

3-nitro-benzaldehyde

ethyl 12-(3-aminophenyl)dodecanoate

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