3-Pyrrolidinol

Base Information

• Chemical Name: 3-Pyrrolidinol
• CAS No.: 40499-83-0
• Molecular Formula: C4H9NO
• Molecular Weight: 87.1216
• Hs Code.: 29339900
• European Community (EC) Number: 254-944-5
• NSC Number: 89294
• DSSTox Substance ID: DTXSID501317332
• Nikkaji Number: J326C
• ChEMBL ID: CHEMBL118705
• Mol file: 40499-83-0.mol

Synonyms:4-hydroxypyrrolidine

Chemical Property of 3-Pyrrolidinol

Chemical Property:

• Appearance/Colour: Colorless liquide
• Vapor Pressure: 0.018mmHg at 25°C
• Refractive Index: n20/D 1.49(lit.)
• Boiling Point: 224.7 °C at 760 mmHg
• PKA: 14.91±0.20(Predicted)
• Flash Point: 105.8 °C
• PSA: 32.26000
• Density: 1.065 g/cm³
• LogP: -0.33060
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 87.068413911
• Heavy Atom Count: 6
• Complexity: 46.8

Purity/Quality:

99% ^*data from raw suppliers

3-Pyrrolidinol ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amino Alcohols, Other
• Canonical SMILES: C1CNCC1O

Technology Process of 3-Pyrrolidinol

There total 26 articles about 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: 98.0%

(R)-N-benzyl-3-hydroxypyrrolidine (101385-90-4,101930-07-8,101979-03-7,775-15-5) → (3R)-pyrrolidinol (40499-83-0,83220-72-8,100243-39-8,2799-21-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 2h;

DOI:10.1271/bbb.59.1287

Reference yield: 93.0%

4R-4-hydroxyproline (51-35-4,30724-02-8) → (3R)-pyrrolidinol (40499-83-0,83220-72-8,100243-39-8,2799-21-5)

Guidance literature:

cyclohexenone; In various solvent(s); at 154 ℃; for 2h;

DOI:10.1246/cl.1986.893

Reference yield: 92.0%

1-benzyl-3-pyrrolidinol (775-15-5) → pyrrolidin-3-ol (40499-83-0)

Guidance literature:

With hydrogen; acetic acid; palladium on activated charcoal; at 20 ℃; for 120h; under 517.148 Torr;

DOI:10.1016/j.tet.2006.03.078

upstream raw materials:

1-trimethylsilanyl-2,5-dihydro-pyrrole

1-benzyl-3-pyrrolidinol

(3RS)-3-hydroxy-4-methanesulfonyloxybutyronitrile

(RS)-3-hydroxy-4-(methanesulfonyloxy)butylamine hydrochloride

Downstream raw materials:

N-(tert-butoxycarbonyl)-3-hydroxypyrrolidine

1-[(tert-butoxycarbonyl)-L-phenylalanyl]-3(R,S)-pyrrolidinol

[(R)-1-Benzyl-2-(3-hydroxy-pyrrolidin-1-yl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

(R)-1-(2-methoxyethyl)-3-hydroxypyrrolidine

Refernces

• 1、 Afanasyev, Oleg I.,Podyacheva, Evgeniya,Rudenko, Alexander,Tsygankov, Alexey A.,Makarova, Maria,Chusov, Denis. "Redox Condensations of o-Nitrobenzaldehydes with Amines under Mild Conditions: Total Synthesis of the Vasicinone Family". . p. 9347 - 9360. Retrieved 2020/08/14.
• 2、 -. "Preparation method of 1-BOC-3-hydroxymethyl pyrrolidine". Paragraph 0021; 0024. . Retrieved 2017/05/10.