(S)-(+)-1-Methyl-3-pyrrolidinol

Base Information

• Chemical Name: (S)-(+)-1-Methyl-3-pyrrolidinol
• CAS No.: 104641-59-0
• Molecular Formula: C5H11NO
• Molecular Weight: 101.148
• Hs Code.: DERIVATION
• Mol file: 104641-59-0.mol

Synonyms:3-Pyrrolidinol,1-methyl-, (S)-;(3S)-1-Methylpyrrolidin-3-ol;(S)-(+)-3-Hydroxy-N-methylpyrrolidine;(S)-1-Methyl-3-pyrrolidinol;

Chemical Property of (S)-(+)-1-Methyl-3-pyrrolidinol

Chemical Property:

• Appearance/Colour: yellowish liquid
• Vapor Pressure: 0.132mmHg at 25°C
• Refractive Index: 1.4640
• Boiling Point: 192.2 °C at 760 mmHg
• PKA: 14.95±0.20(Predicted)
• Flash Point: 70.6 °C
• PSA: 23.47000
• Density: 1.045 g/cm³
• LogP: -0.37930
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Air Sensitive & Hygroscopic

Purity/Quality:

99% ^*data from raw suppliers

(S)-1-Methyl-3-pyrrolidinol ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (S)-1-Methyl-3-pyrrolidinol is a useful synthetic intermediate. It is used to prepare diaryl acylaminopyrimidines as adenosine A2A antagonists. It is also used to synthesize (alkoxyamino)(pyridinylamino)pyrazinecarbonitriles as selective checkpoint kinase 1 (CHK1) inhibitors with oral antitumor activities.

Technology Process of (S)-(+)-1-Methyl-3-pyrrolidinol

There total 7 articles about (S)-(+)-1-Methyl-3-pyrrolidinol 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: 95.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + (S)-3-hydroxypyrrolidine hydrochloride (122536-94-1,111810-68-5) → (3S)-1-methylpyrrolidin-3-ol (104641-59-0,99445-21-3)

Guidance literature:

(S)-3-hydroxypyrrolidine hydrochloride; With sodium hydroxide; In tetrahydrofuran; for 0.333333h;

formaldehyd; With formic acid; In tetrahydrofuran; water; at 60 ℃; for 2h; Reflux;

With sodium hydroxide; In tetrahydrofuran; water; at 0 ℃; pH=Ca. 10;

DOI:10.1691/ph.2008.7775

Reference yield: 95.0%

→ (3S)-1-methylpyrrolidin-3-ol (104641-59-0,99445-21-3)

Guidance literature:

Reference yield: 64.0%

(S)-3-hydroxy-1-methyl-2,5-pyrrolidinedione (104612-35-3) → (3S)-1-methylpyrrolidin-3-ol (104641-59-0,99445-21-3)

Guidance literature:

With sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; toluene; for 1h; Heating;

DOI:10.1021/jm00108a012

upstream raw materials:

(S)-3-hydroxy-1-methyl-2,5-pyrrolidinedione

(S)-3-tert-butoxy-N-methylpyrrolidine

formaldehyd

(S)-3-hydroxypyrrolidine hydrochloride

Downstream raw materials:

3'(S)-N-methyl-3'-pyrrolidinyl (R)-cyclopentylmandelate

(3S)-1-methylpyrrolidin-3-yl (2R)-2-cyclopentyl-2-hydroxy-2-phenylacetate

(S)-7-fluoro-5-((1-methylpyrrolidin-3-yl)oxy)-2-(6-(4-(methylsulfonyl)phenyl)pyridin-2-yl)quinazolin-4(3H)-one

(S)-1-ethyl-1-(3-methoxybenzyl)-3-(2-(1-methylpyrrolidin-3-yloxy)-4-(1H-pyrazol-4-yl)phenyl)urea