rac-3-Octadecanamido-2-Ethoxypropan-1-ol Phosphocholine

Base Information

• Chemical Name: rac-3-Octadecanamido-2-Ethoxypropan-1-ol Phosphocholine
• CAS No.: 112989-02-3
• Molecular Formula: C₂₈H₅₉N₂O₆P
• Molecular Weight: 550.76
• Mol file: 112989-02-3.mol

Synonyms:3,5-Dioxa-9-aza-4-phosphaheptacosan-1-aminium,7-ethoxy-4-hydroxy-N,N,N-trimethyl-10-oxo-, inner salt, 4-oxide, (?à)-; CP 51

Chemical Property of rac-3-Octadecanamido-2-Ethoxypropan-1-ol Phosphocholine

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 106.73000
• Density: g/cm³
• LogP: 7.43810
• Storage Temp.: -20°C Freezer

Purity/Quality:

97% ^*data from raw suppliers

rac-3-Octadecanamido-2-ethoxypropan-1-olPhosphocholine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Shows strong inhibitory action against neoplastic cell growth in vitro as well as inhibiting Protein Kinase C Shows strong inhibitory action against neoplastic cell growth in vitro as well as inhibiting Protein Kinase C.

Technology Process of rac-3-Octadecanamido-2-Ethoxypropan-1-ol Phosphocholine

There total 11 articles about rac-3-Octadecanamido-2-Ethoxypropan-1-ol 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:

N-(2,3-dihydroxypropyl)octadecanamide (209531-97-5,7336-25-6) → rac-2-ethoxy-3-octadecanamido-1-propylphosphocholine (112989-02-3,209532-02-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: pyridine / 10 h / 45 - 50 °C

2.1: NaH / tetrahydrofuran / 1 h / 20 °C

2.2: tetrahydrofuran / 4 h / 50 °C

3.1: p-TsOH; MeOH / CH₂Cl₂ / 8 h / 20 °C

4.1: pyridine / diethyl ether; tetrahydrofuran / 4 h / Heating

4.2: H₂O; pyridine / diethyl ether; tetrahydrofuran / 1 h

5.1: CHCl₃; propan-2-ol; various solvent(s) / 5 h / 65 °C

With pyridine; methanol; sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; diethyl ether; dichloromethane; chloroform; isopropyl alcohol;

DOI:10.1021/jm020001x

Reference yield:

(+/-)-3-octadecanamido-2-ethoxy-1-(triphenylmethoxy)propane (112988-94-0) → rac-2-ethoxy-3-octadecanamido-1-propylphosphocholine (112989-02-3,209532-02-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: p-TsOH; MeOH / CH₂Cl₂ / 8 h / 20 °C

2.1: pyridine / diethyl ether; tetrahydrofuran / 4 h / Heating

2.2: H₂O; pyridine / diethyl ether; tetrahydrofuran / 1 h

3.1: CHCl₃; propan-2-ol; various solvent(s) / 5 h / 65 °C

With pyridine; methanol; toluene-4-sulfonic acid; In tetrahydrofuran; diethyl ether; dichloromethane; chloroform; isopropyl alcohol;

DOI:10.1021/jm020001x

Reference yield:

(+/-)-3-octadecanamido-1-(triphenylmethoxy)-2-propanol (112988-91-7) → rac-2-ethoxy-3-octadecanamido-1-propylphosphocholine (112989-02-3,209532-02-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: NaH / tetrahydrofuran / 1 h / 20 °C

1.2: tetrahydrofuran / 4 h / 50 °C

2.1: p-TsOH; MeOH / CH₂Cl₂ / 8 h / 20 °C

3.1: pyridine / diethyl ether; tetrahydrofuran / 4 h / Heating

3.2: H₂O; pyridine / diethyl ether; tetrahydrofuran / 1 h

4.1: CHCl₃; propan-2-ol; various solvent(s) / 5 h / 65 °C

With pyridine; methanol; sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; diethyl ether; dichloromethane; chloroform; isopropyl alcohol;

DOI:10.1021/jm020001x

upstream raw materials:

(+/-)-3-octadecanamido-2-ethoxy-1-propanol

2-Chloro-2-oxo-1,3,2-dioxaphospholane

trimethylamine

2-bromoethylphosphoric acid dichloride

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