5-Hydroxymethylpyrrolidin-2-one

Product Name: 5-Hydroxymethylpyrrolidin-2-one
CAS No.: 66673-40-3
Chemical Name: 5-Hydroxymethylpyrrolidin-2-one
Synonyms: D-PYROGLUTAMINOL;D-Pyr-ol;H-D-Pyr-ol;(-)-D-PYROGLUTAMOL;(R)-(-)-5-(HydroxymethyL;5-Hydroxymethylpyrrolidin-2-one;5-(Hydroxymethyl)-2-pyrrolidinone;(R)-(-)-2-PYRROLIDONE-5-YL-METHANOL;(R)-5-HYDROXYMETHYL-PYRROLIDIN-2-ONE;(R)-5-(HYDROXYMETHYL)-2-PYRROLIDINONE
CBNumber: CB2304847
Molecular Formula: C5H9NO2
Formula Weight: 115.13
MOL File: 66673-40-3.mol

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5-Hydroxymethylpyrrolidin-2-one Property

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)
Flash point:: 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 activity: [α]20/D 31°, c = 5 in ethanol
BRN: 5728422
CAS DataBase Reference: 66673-40-3(CAS DataBase Reference)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36
WGK Germany: 3
F: 3-10
HS Code: 29337900

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 366358
Product name: (R)-(?)-5-(Hydroxymethyl)-2-pyrrolidinone
Purity: 99%
Packaging: 1g
Price: $45.1
Updated: 2023/06/20

Sigma-Aldrich

Product number: 366358
Product name: (R)-(?)-5-(Hydroxymethyl)-2-pyrrolidinone
Purity: 99%
Packaging: 5g
Price: $177
Updated: 2023/06/20

TCI Chemical

Product number: H1241
Product name: (R)-5-(Hydroxymethyl)-2-pyrrolidinone
Purity: >98.0%(GC)(N)
Packaging: 1g
Price: $57
Updated: 2025/07/31

TCI Chemical

Product number: H1241
Product name: (R)-5-(Hydroxymethyl)-2-pyrrolidinone
Purity: >98.0%(GC)(N)
Packaging: 5g
Price: $158
Updated: 2025/07/31

TRC

Product number: H948310
Product name: (R)-(-)-5-(Hydroxymethyl)-2-pyrrolidinone
Packaging: 10g
Price: $180
Updated: 2021/12/16

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5-Hydroxymethylpyrrolidin-2-one Chemical Properties,Usage,Production

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.

Synthesis

64700-65-8

66673-40-3

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

5-Hydroxymethylpyrrolidin-2-one Preparation Products And Raw materials

Raw materials

Ethanol L-Glutamic acid Sodium borohydride D(-)-Glutamic acid Tetrahydrofuran Ethyl acetate Hydrochloric acid Acetic acid Lithium chloride

Preparation Products

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5-Hydroxymethylpyrrolidin-2-one Suppliers

Americas 1 Belgium 1 Canada 1 China 192 Europe 1 Germany 3 India 12 Japan 2 Switzerland 1 The Netherlands 1 Ukraine 1 United Kingdom 10 United States 32 Global 258

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View Lastest Price from 5-Hydroxymethylpyrrolidin-2-one manufacturers

Sichuan HongRi Pharma-Tech Co.,Ltd

Product: D-Pyr-ol 66673-40-3
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1T+
Release date: 2024-01-17

Henan Fengda Chemical Co., Ltd

Product: (R)-(-)-5-(Hydroxymethyl)-2-pyrrolidinone 66673-40-3
Price: US $200.00-1.00/KG
Min. Order: 1KG
Purity: 99%, 99.5% Sublimated
Supply Ability: g-kg-tons, free sample is available
Release date: 2023-12-31

Zhuozhou Wenxi import and Export Co., Ltd

Product: 5-Hydroxymethylpyrrolidin-2-one 66673-40-3
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-06-27

66673-40-3, 5-Hydroxymethylpyrrolidin-2-oneRelated Search:

5-Hydroxymethylpyrrolidin-2-one 2-Pyrrolidone-5-carboxylic acid sodium salt Ethyl L-pyroglutamate DIRHODIUM (II) TETRAKIS(METHYL 2-PYRROLIDONE-5(R)-CARBOXYLATE)ACETONITRILE/2-PROPANOL COMPLEX Cyclopentene oxide L-PYROGLUTAMIC ACID PENTACHLOROPHENYL ESTER CLASTO-LACTACYSTIN EQUISETIN Ethyl D-(-)-pyroglutamate DL-Pyroglutamic acid D-Pyroglutamic acid L-Arginine-L-pyroglutamate Z-PYR-OH Z-D-PYR-OH CALCIUM PIDOLATE (S)-(+)-5-(Hydroxymethyl)-2-pyrrolidinone p-toluenesulfonate L-Pyroglutaminol ALPHA-PYRIDOIN

D-PYROGLUTAMINOL

(-)-D-PYROGLUTAMOL

(R)-5-HYDROXYMETHYL-PYRROLIDIN-2-ONE

(R)-(-)-5-(HYDROXYMETHYL)-2-PYRROLIDINONE

(R)-5-(HYDROXYMETHYL)-2-PYRROLIDINONE

(R)-(-)-5-(HYDROXYMETHYL)-2-PYRROLIDONE

(R)-(-)-2-PYRROLIDONE-5-YL-METHANOL

5-(Hydroxymethyl)-2-pyrrolidinone

5-Hydroxymethylpyrrolidin-2-one

H-D-Pyr-ol

(R)-(-)-5-Hydroxymethyl-2-pyrrolidinone,98%

(5R)-5-(Hydroxymethyl)-2-pyrrolidinone

(5R)-5-(Hydroxymethyl)pyrrolidin-2-one

(2)(R)-5-(HydroxyMethyl)-2-pyrrolidinone

(<i>R</i>)-5-(Hydroxymethyl)-2-pyrrolidinone

(R)-5-(Hydroxymethyl)-2-pyrrolidinone,99%e.e.

(R)-5-(Hydroxymethyl)-2-pyrrolidinone&gt

(R)-(-)-5-(HydroxymethyL

2-Pyrrolidinone, 5-(hydroxymethyl)-, (5R)-

5-Hydroxymethylpyrrolidin-2-one USP/EP/BP

D-Pyr-ol

66673-40-3

6673-40-3

Heterocyclic Building Blocks

Pyrrolidines

ALCOHOL

Chiral Building Blocks

Asymmetric Synthesis

Heterocycles

pharmacetical

Amino Acids 13C, 2H, 15N

Amides (Chiral)

Chiral Building Blocks

Synthetic Organic Chemistry

Amino Acids & Derivatives

Chiral Reagents