| Identification | More | [Name]
5-Hydroxymethylpyrrolidin-2-one | [CAS]
66673-40-3 | [Synonyms]
D-PYROGLUTAMINOL
(-)-D-PYROGLUTAMOL
(R)-(-)-2-PYRROLIDONE-5-YL-METHANOL
(R)-(-)-5-(HYDROXYMETHYL)-2-PYRROLIDINONE
(R)-5-(HYDROXYMETHYL)-2-PYRROLIDINONE
(R)-(-)-5-(HYDROXYMETHYL)-2-PYRROLIDONE
(R)-5-HYDROXYMETHYL-PYRROLIDIN-2-ONE
H-D-Pyr-ol
5-(Hydroxymethyl)-2-pyrrolidinone
5-Hydroxymethylpyrrolidin-2-one | [EINECS(EC#)]
626-701-7 | [Molecular Formula]
C5H9NO2 | [MDL Number]
MFCD00077791 | [Molecular Weight]
115.13 | [MOL File]
66673-40-3.mol |
| Chemical Properties | Back Directory | [Appearance]
White Powder | [Melting point ]
83-85 °C(lit.) | [Boiling point ]
147-149 °C0.06 mm Hg(lit.) | [density ]
1.1808 (rough estimate) | [refractive index ]
-31 ° (C=5, EtOH) | [Fp ]
147-149°C/0.06m | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
Chloroform, Dimethylformamide, Water | [form ]
Crystalline Powder or Flakes | [pka]
14.35±0.10(Predicted) | [color ]
White to yellow | [Optical Rotation]
[α]20/D 31°, c = 5 in ethanol | [Usage]
Serves as a building block in the synthesis of diphthamide | [BRN ]
5728422 | [InChI]
1S/C5H9NO2/c7-3-4-1-2-5(8)6-4/h4,7H,1-3H2,(H,6,8)/t4-/m1/s1 | [InChIKey]
HOBJEFOCIRXQKH-SCSAIBSYSA-N | [SMILES]
OC[C@H]1CCC(=O)N1 | [CAS DataBase Reference]
66673-40-3(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [F ]
3-10 | [HS Code ]
29337900 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
(R)-5-(Hydroxymethyl)-2-pyrrolidinone is White Powder
| [Uses]
(R)-5-(Hydroxymethyl)-2-pyrrolidinone is a 2-pyrrolidone derivative for therapeutic use as prostanoid receptor agonist.
| [Uses]
Serves as a building block in the synthesis of diphthamide. | [Uses]
Serves as a building block in the synthesis of diphthamide | [Synthesis]
Scheme 1, Step B: Preparation of (R)-(-)-5-(hydroxymethyl)-2-pyrrolidinone (3)
To a solution of methanol (100 mL) containing methyl (R)-5-oxopyrrolidine-2-carboxylate (Intermediate 2, 13.2 g), sodium borohydride (10.5 g, 278 mmol) was added in batches at 0 °C. The reaction mixture was stirred continuously at 0 °C until the reaction was complete, followed by the addition of acetic acid (3 mL) to quench the reaction. The reaction mixture was concentrated and the residue was purified by silica gel column chromatography using methanol-chloroform (1:9, v/v) as eluent to afford the target product (12.9 g, 97% yield) as a colorless solid. Thin-layer chromatography (TLC) showed an Rf value of 0.33 (unfolding agent system: methanol-chloroform, 1:9, v/v); nuclear magnetic resonance hydrogen spectrum (1H-NMR, CDCl3) δ: 7.17 (s, 1H), 3.92 (s, 1H), 3.85-3.75 (m, 1H), 3.64-3.40 (m, 2H), 2.42-2.35 (m. 2H), 2.2-2.05 (m, 1H), 1.88-1.7 (m, 1H). | [References]
[1] Patent: WO2014/15246, 2014, A1. Location in patent: Paragraph 0447-0448
[2] Patent: WO2014/144610, 2014, A1. Location in patent: Paragraph 0368; 0377; 0378
[3] Patent: WO2015/9991, 2015, A2. Location in patent: Paragraph 0555-0556
[4] Patent: US2016/60216, 2016, A1. Location in patent: Paragraph 0371-0372
[5] Patent: KR2015/130326, 2015, A. Location in patent: Page/Page column 0409-0411 |
|
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Alfa Aesar
|
| Telephone: |
400-6106006 |
| Website: |
http://chemicals.thermofisher.cn |
| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
|