(S)-Carnitine Mesylate Isobutylester, Mesylate Salt

Base Information

• Chemical Name: (S)-Carnitine Mesylate Isobutylester, Mesylate Salt
• CAS No.: 161886-59-5
• Molecular Formula: C12H27NO6S
• Molecular Weight: 313.41
• DSSTox Substance ID: DTXSID70453660
• Mol file: 161886-59-5.mol

Synonyms:(S)-Carnitine Mesylate Isobutylester, Mesylate Salt;161886-59-5;methanesulfonate;trimethyl-[(2S)-4-(2-methylpropoxy)-2-methylsulfonyloxy-4-oxobutyl]azanium;1-Butanaminium, N,N,N-trimethyl-4-(2-methylpropoxy)-2-[(methylsulfonyl)oxy]-4-oxo-, (S)-, methanesulfonate (9CI);DTXSID70453660;GIYCSBUWEZHZID-MERQFXBCSA-M;AKOS025294644;J-009872

Chemical Property of (S)-Carnitine Mesylate Isobutylester, Mesylate Salt

Chemical Property:

• Melting Point: 137-140°C dec.
• PSA: 143.63000
• LogP: 1.94970
• Storage Temp.: -20°C Freezer
• Solubility.: Acetone, Chloroform, Ethanol, Methanol, Water
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 9
• Exact Mass: 391.13345923
• Heavy Atom Count: 24
• Complexity: 457

Purity/Quality:

97% ^*data from raw suppliers

(S)-CarnitineMesylateIsobutylester,MesylateSalt ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)COC(=O)CC(C[N+](C)(C)C)OS(=O)(=O)C.CS(=O)(=O)[O-]
• Isomeric SMILES: CC(C)COC(=O)C[C@@H](C[N+](C)(C)C)OS(=O)(=O)C.CS(=O)(=O)[O-]
• Uses: (S)-Carnitine Mesylate Isobutylester, Mesylate Salt (cas# 161886-59-5) is a compound useful in organic synthesis.

Technology Process of (S)-Carnitine Mesylate Isobutylester, Mesylate Salt

There total 3 articles about (S)-Carnitine Mesylate Isobutylester, Mesylate Salt 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: 99.0%

(S)-carnitine isobutyl ester chloride + Methanesulfonic anhydride (7143-01-3) → (S)-carnitine mesylate isobutyl ester mesylate (161886-59-5)

Guidance literature:

at 80 ℃; for 24h;

Reference yield:

(S)-(+)-Carnitinamid-Hydrochlorid (5261-99-4,6490-19-3,6490-20-6,67942-00-1) → (S)-carnitine mesylate isobutyl ester mesylate (161886-59-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / HCl / 1 h / Heating

2: 90 percent / 24 h / 80 °C

With hydrogenchloride;

Reference yield:

(S)-(+)-3-hydroxy-4-(trimethylammonio)-butanoic acid chloride (10017-44-4) → (S)-carnitine mesylate isobutyl ester mesylate (161886-59-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / HCl / 3 h / Heating

2: 90 percent / 24 h / 80 °C

With hydrogenchloride;

upstream raw materials:

Methanesulfonic anhydride

(S)-(+)-3-hydroxy-4-(trimethylammonio)-butanoic acid chloride

(S)-(+)-Carnitinamid-Hydrochlorid

Downstream raw materials:

(S)-carnitine mesylate mesylate

Refernces

• 1、 Bernabei, Ida,Castagnani, Roberto,Angelis, Francesco De,Witt Scalfaro, Paolo De,Giannessi, Fabio,et al.. "Vollstaendig enantioselektive Inversion der Konfiguration von (S)-(+)-Carnitinen". . p. 2202 - 2203. Retrieved 2007/10/02.