L-Methioninol

Base Information

• Chemical Name: L-Methioninol
• CAS No.: 2899-37-8
• Molecular Formula: C5H13NOS
• Molecular Weight: 135.23
• Hs Code.: 29309090
• European Community (EC) Number: 220-788-1
• UNII: EID9XOR958
• Nikkaji Number: J63.551K
• Wikidata: Q76145885
• Mol file: 2899-37-8.mol

Synonyms:methioninol;methioninol, (+-)-isomer

Chemical Property of L-Methioninol

Chemical Property:

• Appearance/Colour: white transparent crystalline low melting solid
• Vapor Pressure: 0.000913mmHg at 25°C
• Melting Point: 31-33 °C
• Refractive Index: 1.4511
• Boiling Point: 270.2 °C at 760 mmHg
• PKA: 12.72±0.10(Predicted)
• Flash Point: 117.2 °C
• PSA: 71.55000
• Density: 1.068 g/cm³
• LogP: 0.75940
• Storage Temp.: 2-8°C
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 135.07178521
• Heavy Atom Count: 8
• Complexity: 51.7

Purity/Quality:

98% ^*data from raw suppliers

L-Methioninol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-37/39-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSCCC(CO)N
• Isomeric SMILES: CSCC[C@@H](CO)N
• Uses: L-Methioninol is a methionine derivative that increases bladder excitability by inhibiting stretch-dependent K+ channels.

Technology Process of L-Methioninol

There total 12 articles about L-Methioninol 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: 100.0%

L-methionine (63-68-3,26062-47-5,58576-49-1) → (S)-methioninol (2899-37-8)

Guidance literature:

With lithium borohydride; chloro-trimethyl-silane; In tetrahydrofuran; at 20 ℃; for 36h;

DOI:10.1002/ejoc.200701124

Reference yield: 88.3%

D-methionine (348-67-4,26062-47-5,58576-49-1) → (R)-2-amino-4-methylthio-1-butanol (502-83-0,2899-37-8,16720-80-2,87206-44-8)

Guidance literature:

With sodium tetrahydroborate; iodine; In tetrahydrofuran; at 66 ℃; for 18h;

DOI:10.1016/j.bmcl.2007.10.028

Reference yield: 83.0%

→ (S)-methioninol (2899-37-8)

Guidance literature:

upstream raw materials:

D-methionine isopropyl ester

tert-butyl (1R)-1-(hydroxymethyl)-3-(methylsulfanyl)propylcarbamate

D-methionine

N-t-butoxycarbonyl-D-methionine

Downstream raw materials:

(4S)-4,5-dihydro-4-<2-(methylsulfanyl)ethyl>-2-phenyl-1,3-oxazole

L-Phenylalanin-L-(1-hydroxymethyl-3-methylthiopropylamid) hydrochlorid

[(S)-1-((S)-1-Formyl-3-methylsulfanyl-propylcarbamoyl)-2-phenyl-ethyl]-carbamic acid benzyl ester

(2S)-1-<(tert-butyldiphenylsilyl)oxy>-5-thiahex-2-yl isothiocyanate

Refernces

• 1、 Pinaka, Afroditi,Vougioukalakis, Georgios C.,Dimotikali, Dimitra,Yannakopoulou, Elina,Chankvetadze, Bezhan,Papadopoulos, Kyriakos. "Green asymmetric synthesis: β-amino alcohol-catalyzed direct asymmetric aldol reactions in aqueous micelles". . p. 119 - 125. Retrieved 2013/08/24.
• 2、 Affeldt, Ricardo F.,Baldassari, Lucas L.,Luedtke, Diogo S.,Braga, Hugo C.. "Synthesis of selenium-linked neoglycoconjugates and pseudodisaccharides". . p. 10470 - 10475,6. Retrieved 2012/12/12.