Cas no 163439-82-5 ((3R,4R)-1-Benzylpyrrolidine-3,4-diol)

(3R,4R)-1-Benzylpyrrolidine-3,4-diol is a chiral pyrrolidine derivative characterized by its stereospecific hydroxyl groups at the 3 and 4 positions, along with a benzyl substituent on the nitrogen. This compound serves as a valuable intermediate in organic synthesis, particularly in the preparation of pharmaceuticals and bioactive molecules due to its rigid pyrrolidine scaffold and functional group versatility. The (3R,4R) configuration ensures high enantioselectivity, making it suitable for asymmetric synthesis and chiral catalyst development. Its diol functionality allows for further derivatization, enabling applications in medicinal chemistry and ligand design. The benzyl group enhances solubility in organic solvents, facilitating synthetic manipulations. This compound is commonly employed in academic and industrial research for its structural precision and synthetic utility.

(3R,4R)-1-Benzylpyrrolidine-3,4-diol structure

163439-82-5 structure

Product Name:(3R,4R)-1-Benzylpyrrolidine-3,4-diol

CAS No:163439-82-5

MF:C₁₁H₁₅NO₂

MW:193.242303133011

MDL:MFCD01073894

CID:65689

PubChem ID:57649705

Update Time:2025-06-30

(3R,4R)-1-Benzylpyrrolidine-3,4-diol Chemical and Physical Properties

Names and Identifiers

- (3R,4R)-1-Benzylpyrrolidine-3,4-diol
- (3R,4R)-(?)-1-Benzyl-3,4-pyrrolidinediol
- (3R,4R)-(-)-1-BENZYL-3,4-PYRROLIDINDIOL
- (3R,4R)-(-)-1-Benzyl-3,4-pyrrolidinediol
- (3R,4R)-1-BENZYL-PYRROLIDINE-3,4-DIOL
- (3R,4R)-1-benzyl-3,4-dihydroxy-pyrrolidine
- (3R,4R)-1-(phenylMethyl)-3,4-Pyrrolidinediol
- (3R,4R)-(-)-1-Benzyl-3,4-pyrrolidindiol,97%
- (3R,4R)-(-)-1-BENZYL-3,4-PYRROLIDINDIOL 97%
- (3R,4R)-1-(Phenylmethyl)-3,4-pyrrolidinediol,99%e.e.
- 76784-33-3
- FS-2183
- J-800407
- SCHEMBL71063
- (3R,4R)-(-)-1-Benzyl-3,4-pyrrolidinediol, >=97.0% (sum of enantiomers, HPLC)
- J-501253
- DTXSID20427376
- MFCD01073894
- AMY37472
- QJRIUWQPJVPYSO-GHMZBOCLSA-N
- trans-3,4-dihydroxy-N-benzylpyrrolidine
- AKOS005264658
- CHEMBL2335509
- AC-22436
- 163439-82-5
- CS-W015769
- rel-(3R,4R)-1-Benzylpyrrolidine-3,4-diol
- AKOS015994967
- 330152-66-4
- BP-12366
- 3,4-Pyrrolidinediol, 1-(phenylmethyl)-, (3R,4R)-
- DB-031899
- MDL： MFCD01073894
- Inchi： 1S/C11H15NO2/c13-10-7-12(8-11(10)14)6-9-4-2-1-3-5-9/h1-5,10-11,13-14H,6-8H2/t10-,11-/m1/s1
- InChI Key： QJRIUWQPJVPYSO-GHMZBOCLSA-N
- SMILES： O[C@@H]1CN(CC2C=CC=CC=2)C[C@H]1O

Computed Properties

Exact Mass: 193.11000
Monoisotopic Mass: 193.11
Isotope Atom Count: 0
Hydrogen Bond Donor Count: 2
Hydrogen Bond Acceptor Count: 3
Heavy Atom Count: 14
Rotatable Bond Count: 2
Complexity: 170
Covalently-Bonded Unit Count: 1
Defined Atom Stereocenter Count: 2
Undefined Atom Stereocenter Count : 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Surface Charge: 0
Tautomer Count: nothing
XLogP3: 0.3
Topological Polar Surface Area: 43.7A^2

Experimental Properties

Color/Form: White to Yellow Solid
Density: 1.0945 (rough estimate)
Melting Point: 95-101 oC
Boiling Point: 356.2°C at 760 mmHg
Flash Point: 195.1 °C
Refractive Index: 1.5041 (estimate)
PSA: 43.70000
LogP: 0.16190
Sensitiveness: Sensitive to CO2
Solubility: Not available
Optical Activity: [α]20/D ?33.6±3°, c =?1.05% in methanol

(3R,4R)-1-Benzylpyrrolidine-3,4-diol Security Information

Symbol:
Signal Word：Warning
Hazard Statement： H315,H319,H335
Warning Statement： P261,P305+P351+P338
Hazardous Material transportation number：NONH for all modes of transport
WGK Germany：3
Hazard Category Code： 36/37/38
Safety Instruction： S26-S37/39
FLUKA BRAND F CODES：10-34
Hazardous Material Identification：
Storage Condition：Inert atmosphere,Room Temperature
Risk Phrases：R36/37/38
Safety Term：S26;S37/39

(3R,4R)-1-Benzylpyrrolidine-3,4-diol Customs Data

HS CODE：29339900

(3R,4R)-1-Benzylpyrrolidine-3,4-diol Pricemore >>

Related Categories	No.	Product Name	Cas No.	Purity	Specification	Price	update time
Alichem	A109000105-250mg	(3R,4R)-1-benzylpyrrolidine-3,4-diol	163439-82-5	98%	250mg	$680.00	2022-04-02
Alichem	A109000105-500mg	(3R,4R)-1-benzylpyrrolidine-3,4-diol	163439-82-5	98%	500mg	$980.00	2022-04-02
Alichem	A109000105-1g	(3R,4R)-1-benzylpyrrolidine-3,4-diol	163439-82-5	98%	1g	$1,685.00	2022-04-02
Fluorochem	037126-1g	3R,4R)-(-)-1-Benzyl-3,4-pyrrolidinediol	163439-82-5	97%	1g	￡44.00	2022-02-28
Fluorochem	037126-5g	3R,4R)-(-)-1-Benzyl-3,4-pyrrolidinediol	163439-82-5	97%	5g	￡127.00	2022-02-28
Fluorochem	037126-10g	3R,4R)-(-)-1-Benzyl-3,4-pyrrolidinediol	163439-82-5	97%	10g	￡216.00	2022-02-28
Fluorochem	037126-25g	3R,4R)-(-)-1-Benzyl-3,4-pyrrolidinediol	163439-82-5	97%	25g	￡531.00	2022-02-28
AstaTech	54073-1/G	(3R,4R)-(-)-1-BENZYL-3,4-PYRROLIDINDIOL	163439-82-5	97%	1g	$80	2023-09-17
AstaTech	54073-5/G	(3R,4R)-(-)-1-BENZYL-3,4-PYRROLIDINDIOL	163439-82-5	97%	5g	$248	2023-09-17
AstaTech	54073-25/G	(3R,4R)-(-)-1-BENZYL-3,4-PYRROLIDINDIOL	163439-82-5	97%	25g	$720	2023-09-17

(3R,4R)-1-Benzylpyrrolidine-3,4-diol Production Method

(3R,4R)-1-Benzylpyrrolidine-3,4-diol Suppliers

Tiancheng Chemical (Jiangsu) Co., Ltd

Gold Member

Audited Supplier

(CAS:163439-82-5)(3R,4R)-(-)-1-芐基-3,4-吡咯烷二醇

Order Number:LE20752511

Stock Status:in Stock

Quantity:25KG,200KG,1000KG

Purity:99%

Pricing Information Last Updated:Friday, 20 June 2025 12:48

Price ($):discuss personally

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Additional information on (3R,4R)-1-Benzylpyrrolidine-3,4-diol

(3R,4R)-1-Benzylpyrrolidine-3,4-diol: A Comprehensive Overview

Introduction to (3R,4R)-1-Benzylpyrrolidine-3,4-diol

Cas No. 163439-82-5 is the Chemical Abstracts Service registry number for the compound (3R,4R)-1-Benzylpyrrolidine-3,4-diol, a structurally unique and bioactive molecule that has garnered significant attention in the fields of organic chemistry and pharmacology. This compound is characterized by its pyrrolidine ring system, which is substituted with a benzyl group at position 1 and hydroxyl groups at positions 3 and 4 in an (R,R)-configuration. The stereochemistry of this molecule plays a crucial role in its biological activity and functional properties.

Recent advancements in synthetic methodologies have enabled the efficient synthesis of (3R,4R)-1-Benzylpyrrolidine-3,4-diol, making it accessible for various applications in drug discovery and chemical research. Its versatile structure allows for modifications that can enhance its bioavailability, selectivity, and therapeutic potential.

Chemical Structure and Synthesis

The core structure of (3R,4R)-1-Benzylpyrrolidine-3,4-diol consists of a five-membered pyrrolidine ring with a benzyl substituent at position 1. The hydroxyl groups at positions 3 and 4 are critical for its interactions with biological systems. The synthesis of this compound typically involves multi-step processes that include ring formation, substitution reactions, and stereochemical control to achieve the desired (R,R)-configuration.

Recent studies have explored novel synthetic pathways that utilize asymmetric catalysis to improve the enantiomeric excess of the product. These methods not only enhance the efficiency of synthesis but also reduce environmental impact by minimizing waste generation.

Biological Activity and Applications

(3R,4R)-1-Benzylpyrrolidine-3,4-diol has demonstrated promising biological activity in various assays. It exhibits potent antioxidant properties due to the hydroxyl groups' ability to scavenge free radicals. Additionally, it has shown potential as a lead compound in anti-inflammatory drug development due to its ability to inhibit pro-inflammatory cytokines.

In recent research, this compound has been investigated for its neuroprotective effects. Studies suggest that it may play a role in mitigating oxidative stress and reducing neuronal damage in models of neurodegenerative diseases such as Alzheimer's disease.

Pharmacokinetic Properties and Toxicology

The pharmacokinetic profile of (3R,4R)-1-Benzylpyrrolidine-3,4-diol is an essential consideration for its therapeutic applications. Preclinical studies indicate moderate absorption rates following oral administration, with significant distribution into tissues rich in oxidative stress markers. The compound exhibits a relatively long half-life, suggesting potential for sustained-release formulations.

Toxicological evaluations have revealed low acute toxicity profiles at therapeutic doses. Long-term toxicity studies are currently underway to assess its safety profile for chronic use.

Future Prospects and Research Directions

The future of (3R,4R)-1-Benzylpyrrolidine-3,4-diol lies in its potential as a platform molecule for drug development. Researchers are exploring its ability to serve as a scaffold for designing more potent and selective derivatives targeting specific diseases.

Collaborative efforts between academic institutions and pharmaceutical companies are expected to accelerate the translation of this compound into clinical trials. Its unique combination of structural features and biological activities positions it as a promising candidate in the pipeline for novel therapeutics.

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