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(R)-3-Hydroxypyrrolidine

Product Name
(R)-3-Hydroxypyrrolidine
CAS No.
2799-21-5
Chemical Name
(R)-3-Hydroxypyrrolidine
Synonyms
(R)-PYRROLIDIN-3-OL;(3R)-Pyrrolidin-3-ol;R-HP;98%,ee99%;(R)-3-PYRROLIDINOL;(-)-3-Pyrrolidinol;(3R)-3-PYRROLIDINOL;3-PYRROLIDINOL, (R);(R)-Pyrrolidine-3-ol;R-(-)-3-PYRROLIDINOL
CBNumber
CB7494161
Molecular Formula
C4H9NO
Formula Weight
87.12
MOL File
2799-21-5.mol
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(R)-3-Hydroxypyrrolidine Property

Melting point:
15°C
Boiling point:
215-216 °C (lit.)
alpha 
6.5 º (c=3.5% in MeOH)
Density 
1.078 g/mL at 20 °C (lit.)
refractive index 
n20/D 1.488(lit.)
Flash point:
>230 °F
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
form 
Viscous Liquid
pka
14.91±0.20(Predicted)
Specific Gravity
1.048
color 
Clear yellow to orange-brown
optical activity
[α]20/D +6.5°, c = 3.5 in methanol
Water Solubility 
Soluble in water and methanol.
Sensitive 
Air Sensitive & Hygroscopic
BRN 
5376132
InChI
1S/C4H9NO/c6-4-1-2-5-3-4/h4-6H,1-3H2/t4-/m1/s1
InChIKey
JHHZLHWJQPUNKB-SCSAIBSYSA-N
SMILES
O[C@@H]1CCNC1
CAS DataBase Reference
2799-21-5(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-37/39
WGK Germany 
3
10-34
Hazard Note 
Irritant
HS Code 
29339900
Storage Class
10 - Combustible liquids
Hazard Classifications
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
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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.

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

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

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
382981
Product name
(R)-3-Pyrrolidinol
Purity
98%
Packaging
1g
Price
$85.4
Updated
2023/01/07
Sigma-Aldrich
Product number
382981
Product name
(R)-3-Pyrrolidinol
Purity
98%
Packaging
5g
Price
$137
Updated
2023/01/07
TCI Chemical
Product number
P1608
Product name
(R)-3-Pyrrolidinol
Purity
>98.0%(GC)
Packaging
1g
Price
$50
Updated
2025/07/31
TCI Chemical
Product number
P1608
Product name
(R)-3-Pyrrolidinol
Purity
>98.0%(GC)
Packaging
5g
Price
$151
Updated
2025/07/31
TRC
Product number
P999130
Product name
(R)-Pyrrolidin-3-ol
Packaging
1g
Price
$40
Updated
2021/12/16
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(R)-3-Hydroxypyrrolidine Chemical Properties,Usage,Production

Chemical Properties

clear yellow to orange-brown viscous liquid

Uses

(R)-Pyrrolidin-3-ol is used in preparation of allosteric BCR-ABL bifunctional proteolysis targeting chimera compounds.

Synthesis

51-35-4

40499-83-0

The general procedure for the synthesis of 3-hydroxypyrrolidine from L-hydroxyproline is as follows: Example 1: Synthesis of (R)-3-pyrrolidinol To a 1 liter reaction vessel was added (4R)-hydroxy-L-proline (250 g, 1.907 mol), 2-cyclohexen-1-one (18.3 g, 0.1907 mol), and polyethylene glycol (750 mL, 400 average molar mass). The reaction was carried out by stirring the mixture under nitrogen protection at 150-160 °C. After 10 h, the reaction was judged complete when the reaction mixture changed from a suspension to a homogeneous phase. The yield of (R)-3-pyrrolidinol was 89.3% as determined by gas chromatographic analysis. Subsequently, the reaction solution was subjected to decompression distillation at the same temperature to collect fractions with boiling points of 100-120 °C (pressure 6-40 hPa) to give (R)-3-pyrrolidinol (120.4 g, 72.5% yield, 99.6% chemical purity, 99.9% optical purity ee).

Purification Methods

The (±)-isomer is purified by repeated distillation ( b 102-104o/12mm, 108-110o/18mm), and the (±)-picrate crystallises from EtOH with m 140-141o. The R(+)-enantiomer has b 70o/0.6mm and [] D +5.6o (c 3.63, MeOH). Its hydrochloride has a negative rotation and its dimethiodide has m 230o and [] 24 -8.02o. [Suyama & Kanno Yakugaku Zasshi (J Pharm Soc Japan) 85 531 1965, Uno et al. J Heterocycl Chem 24 1025 1987, Flanagan & Joullie Heterocycles 26 2247 1987, Beilstein 21 III/IV 44.]

References

[1] Chemistry Letters, 1986, p. 893 - 896
[2] Patent: CN105153133, 2018, B. Location in patent: Paragraph 0022; 0023; 0024; 0025; 0026
[3] Synthetic Communications, 1993, vol. 23, # 19, p. 2691 - 2699
[4] Synthetic Communications, 1994, vol. 24, # 10, p. 1381 - 1387
[5] Patent: US2005/222430, 2005, A1. Location in patent: Page/Page column 2

(R)-3-Hydroxypyrrolidine Preparation Products And Raw materials

Raw materials

Preparation Products

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(R)-3-Hydroxypyrrolidine Suppliers

BTC Pharmaceutical CO. Ltd
Tel
15716293042 18862996710
Fax
0513-68015394
Email
15050603958@163.com
Country
China
ProdList
700
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55
Anhui Dexinjia Biopharm Co., Ltd
Tel
0531-82375893 15562613975
Email
3416953599@qq.com
Country
China
ProdList
300
Advantage
58
Shanghai Hobor Chemical Co., Ltd
Tel
021-57790084 13918007836
Fax
021-51685238
Email
sales@hoborchem.com
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China
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393
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J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
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Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006356688 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
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3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15838
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Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30123
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84
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
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81
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44801
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Shijiazhuang Sdyano Fine Chemical Co., Ltd.
Tel
0311-89250318 031166536426
Fax
4000311741
Email
master@sjzsdyn.com
Country
China
ProdList
2760
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View Lastest Price from (R)-3-Hydroxypyrrolidine manufacturers

Jinan Ruitong Biotech Co., Ltd.
Product
(R)-Pyrrolidin-3-ol 2799-21-5
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
1
Release date
2025-08-28
Anhui Dexinjia Biopharm Co., Ltd
Product
(R)-3-Hydroxypyrrolidine 2799-21-5
Price
US $100.00/kg
Min. Order
1kg
Purity
not less than 98%
Supply Ability
20tons per month
Release date
2025-05-06
Hebei Chuanghai Biotechnology Co., Ltd
Product
(R)-3-Hydroxypyrrolidine 2799-21-5
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2024-11-04

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