(3R)-1-methylpyrrolidin-3-ol

Base Information

• Chemical Name: (3R)-1-methylpyrrolidin-3-ol
• CAS No.: 104641-60-3
• Molecular Formula: C5H11NO
• Molecular Weight: 101.148
• Hs Code.: DERIVATION
• European Community (EC) Number: 626-120-9
• UNII: 6HVW4EW50X
• DSSTox Substance ID: DTXSID30426239
• Nikkaji Number: J2.651.277H
• Wikidata: Q27264932
• Mol file: 104641-60-3.mol

Synonyms:104641-60-3;(3R)-1-methylpyrrolidin-3-ol;(R)-1-Methyl-3-pyrrolidinol;(R)-(-)-1-Methyl-3-pyrrolidinol;(R)-3-Hydroxy-1-methyl-pyrrolidine;(R)-3-Hydroxy-1-methylpyrrolidine;(R)-(-)-1-Methyl-3-hydroxypyrrolidine;(R)-1-methylpyrrolidin-3-ol;3-Pyrrolidinol, 1-methyl-, (3R)-;1-Methyl-3-pyrrolidinol, (-)-;(R)-1-Methyl-pyrrolidin-3-ol;1-Methyl-3-pyrrolidinol, (R)-;3-Pyrrolidinol, 1-methyl-, (R)-;UNII-6HVW4EW50X;6HVW4EW50X;MFCD03788747;(3r)-1-methyl-3-pyrrolidinol;SCHEMBL133294;(-)-1-methyl-3-pyrrolidinol;AMY6896;DTXSID30426239;FLVFPAIGVBQGET-RXMQYKEDSA-N;(R)-3-hydroxy-1-methyl pyrrolidine;AKOS012535883;AKOS015850699;AC-6781;CS-W013705;(R)-(-)-METHYL-3-PYRROLIDINOL;AS-16012;BP-12650;(R)-(-)-1-Methyl-3-pyrrolidinol, 97%;A1924;M1937;W-204534;Q27264932;F8884-9837;8PB

Chemical Property of (3R)-1-methylpyrrolidin-3-ol

Chemical Property:

• Appearance/Colour: yellowish liquid
• 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.: Inert atmosphere,Room Temperature
• Sensitive.: Air Sensitive & Hygroscopic
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 101.084063974
• Heavy Atom Count: 7
• Complexity: 65.1

Purity/Quality:

98% ^*data from raw suppliers

(R)-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:

• Canonical SMILES: CN1CCC(C1)O
• Isomeric SMILES: CN1CC[C@H](C1)O
• Uses: (R)-1-Methyl-3-pyrrolidinol is a useful synthetic intermediate. It is used for asymmetric synthesis of constrained (-)-S-adenosyl-L-homocysteine (SAH) analogs as DNA methyltransferase inhibitors.

Technology Process of (3R)-1-methylpyrrolidin-3-ol

There total 5 articles about (3R)-1-methylpyrrolidin-3-ol 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: 93.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + (3R)-pyrrolidinol (40499-83-0,83220-72-8,100243-39-8,2799-21-5) → (R)-1-methyl-3-pyrrolidinol (104641-60-3,99445-21-3)

Guidance literature:

formaldehyd; (3R)-pyrrolidinol; With platinum on carbon; hydrogen; In methanol; at 20 ℃; for 4h; under 3000.3 - 3750.38 Torr;

With diethylamine; In methanol; at 20 ℃; for 2.5h; under 3000.3 - 3750.38 Torr; Time; Reagent/catalyst;

Reference yield: 92.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + (R)-3-hydroxypyrrolidine hydrochloride (104706-47-0,111810-68-5) → (R)-1-methyl-3-pyrrolidinol (104641-60-3,99445-21-3)

Guidance literature:

With sodium hydroxide; formic acid; In tetrahydrofuran; water; at 60 ℃; for 2.33333h; Heating / reflux;

Reference yield:

(R)-3-hydroxy-1-methyl-2,5-pyrrolidinedione (131237-81-5) → (R)-1-methyl-3-pyrrolidinol (104641-60-3,99445-21-3)

Guidance literature:

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

DOI:10.1021/jm00108a012

upstream raw materials:

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

formaldehyd

(3R)-pyrrolidinol

(R)-3-hydroxypyrrolidine hydrochloride

Downstream raw materials:

N-{2-(3,5-dimethyl-pyrazol-1-yl)-6-[3-((R)-1-methyl-pyrrolidin-3-yloxymethyl)phenyl]-pyrimidin-4-yl}-acetamide

(R)-1-methylpyrrolidin-4-yl-2-phenyl-2-(phenylamino)acetate

(R)-1-methyl-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)pyrrolidine

Refernces

• 1、 -. "PROCESSES FOR MAKING, AND METHODS OF USING, GLYCOPYRRONIUM COMPOUNDS". Paragraph 0161; 0168; 0169; 0170; 0171; 0197; 0204-0207. . Retrieved 2018/03/01.
• 2、 -. "SOFT ANTICHOLINERGIC ESTERS". Page/Page column 16. . Retrieved 2008/06/13.