cis-2-Methyl-5-trimethylammoniummethyl-1,3-oxathiolane iodide

Base Information

• Chemical Name: cis-2-Methyl-5-trimethylammoniummethyl-1,3-oxathiolane iodide
• CAS No.: 76541-57-6
• Molecular Formula: C8H18INOS
• Molecular Weight: 303.2041
• ChEMBL ID: CHEMBL389873
• DSSTox Substance ID: DTXSID00481956
• Mol file: 76541-57-6.mol

Synonyms:2-methyl-5-trimethylammoniummethyl-1,3-oxathiolane;OXA 22;OXA-22

Chemical Property of cis-2-Methyl-5-trimethylammoniummethyl-1,3-oxathiolane iodide

Chemical Property:

• PSA: 34.53000
• LogP: -1.82540
• Solubility.: H2O: soluble
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 303.01538
• Heavy Atom Count: 12
• Complexity: 133

Purity/Quality:

98% ^*data from raw suppliers

cis-2-Methyl-5-trimethylammoniummethyl-1,3-oxathiolane iodide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1OC(CS1)C[N+](C)(C)C.[I-]
• Isomeric SMILES: C[C@H]1O[C@H](CS1)C[N+](C)(C)C.[I-]
• Uses: cis-2-Methyl-5-trimethylammoniummethyl-1,3-oxathiolane Iodide is a potent muscarinic acetylcholine receptor agonist.

Technology Process of cis-2-Methyl-5-trimethylammoniummethyl-1,3-oxathiolane iodide

There total 8 articles about cis-2-Methyl-5-trimethylammoniummethyl-1,3-oxathiolane iodide 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: 90.0%

(+/-)-cis-2-methyl-5-<(dimethylamino)methyl>-1,3-oxathiolane (103004-06-4) + methyl iodide (74-88-4) → 2-methyl-5-<(dimethylamino)methyl>-1,3-oxathiolane methiodide (58326-95-7,76541-57-6,80551-79-7,84827-19-0,102046-04-8,103066-66-6,103066-75-7,103066-76-8,115184-44-6)

Guidance literature:

In diethyl ether; Ambient temperature;

Reference yield:

2-methyl-5-dimethylaminomethyl-1,3-oxathiolane (58327-01-8) → 2-methyl-5-<(dimethylamino)methyl>-1,3-oxarhiolane methiodide (58326-95-7,76541-57-6,80551-79-7,84827-19-0,102046-04-8,103066-66-6,103066-75-7,103066-76-8,115184-44-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 12 percent / H₂O₂ 30percent / acetic acid / 0.5 h / Ambient temperature

2: 40 percent / reduction

3: diethyl ether / Ambient temperature

With dihydrogen peroxide; In diethyl ether; acetic acid;

Reference yield:

2-methyl-5-chloromethyl-1,3-oxathiolane (58326-99-1) → 2-methyl-5-<(dimethylamino)methyl>-1,3-oxathiolane methiodide (58326-95-7,76541-57-6,80551-79-7,84827-19-0,102046-04-8,103066-66-6,103066-75-7,103066-76-8,115184-44-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 70 percent / H₂O₂ / acetic acid / 0.5 h / Ambient temperature

2: benzene / 12 h / 130 °C

3: 45 percent / Zn / acetic acid / 7 h / 100 °C

4: 90 percent / diethyl ether / Ambient temperature

With dihydrogen peroxide; zinc; In diethyl ether; acetic acid; benzene;

upstream raw materials:

trans-2-methyl-5-dimethylaminomethyl-1,3-oxathiolane

methyl iodide

2-methyl-5-dimethylaminomethyl-1,3-oxathiolane

2t-methyl-5r-dimethylaminomethyl-1,3c-oxathiolane sulfoxide

Refernces

• 1、 Pigini, M.,Giannella, M.,Gualtieri, F.. "CHOLINERGIC COMPOUNDS. XIV. Synthesis of cis-2-methyl-5-dimethylaminomethyl-1,3-oxathiolane methiodide". . p. 725 - 732. Retrieved 2007/10/02.