2-(Trimethylammonio)ethyl cholest-5-en-3beta-yl hydrogen phosphate

Base Information

• Chemical Name: 2-(Trimethylammonio)ethyl cholest-5-en-3beta-yl hydrogen phosphate
• CAS No.: 65956-64-1
• Molecular Formula: C32H59NO4P
• Molecular Weight: 551.791
• European Community (EC) Number: 265-986-9
• DSSTox Substance ID: DTXSID60984438
• Nikkaji Number: J349.302D
• Wikidata: Q82971676
• Mol file: 65956-64-1.mol

Synonyms:2-(Trimethylammonio)ethyl cholest-5-en-3beta-yl hydrogen phosphate;65956-64-1;EINECS 265-986-9;DTXSID60984438;NS00054302;2-({[(Cholest-5-en-3-yl)oxy](hydroxy)phosphoryl}oxy)-N,N,N-trimethylethan-1-aminium

Chemical Property of 2-(Trimethylammonio)ethyl cholest-5-en-3beta-yl hydrogen phosphate

Chemical Property:

• Melting Point: 286-288 °C
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 65.57000
• Density: g/cm³
• LogP: 8.23620
• Storage Temp.: 2-8°C
• XLogP3: 8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 11
• Exact Mass: 552.41817136
• Heavy Atom Count: 38
• Complexity: 896

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OP(=O)(O)OCC[N+](C)(C)C)C)C
• Isomeric SMILES: C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)OP(=O)(O)OCC[N+](C)(C)C)C)C

Technology Process of 2-(Trimethylammonio)ethyl cholest-5-en-3beta-yl hydrogen phosphate

There total 7 articles about 2-(Trimethylammonio)ethyl cholest-5-en-3beta-yl hydrogen phosphate 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: 64.0%

cholesterol (57-88-5) + choline tosylate → cholesterol phosphocholine (65956-64-1)

Guidance literature:

choline tosylate; With 1,2,3-triazole; dmap; N-ethyl-N,N-diisopropylamine; trichlorophosphate; In chloroform; at -40 - 20 ℃; for 2h;

cholesterol; In chloroform; at -40 ℃; for 1.16667h;

Reference yield: 30.0%

2-cholesteryloxy-1,3,2λ5-dioxaphospholane 2-oxide (67154-53-4) + trimethylamine (75-50-3) → cholesterol phosphocholine (65956-64-1)

Guidance literature:

In benzene; at 90 - 95 ℃; for 30h;

DOI:10.1023/B:RUGC.0000016015.55496.b9

Reference yield:

cholesterol (57-88-5) → cholesterol phosphocholine (65956-64-1)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N

2: 40 percent / urea hydrogen peroxide adduct / benzene / 5 h / 20 °C

3: 30 percent / benzene / 30 h / 90 - 95 °C

With urea hydrogen peroxide; triethylamine; In benzene;

DOI:10.1023/B:RUGC.0000016015.55496.b9

upstream raw materials:

cholesterol

choline chloride

phosphoric acid-(2-bromo-ethyl ester)-cholesteryl ester

2-cholesteryloxy-1,3,2λ⁵-dioxaphospholane 2-oxide