(S)-(+)-1-(2-Pyrrolidinylmethyl)pyrrolidine

Product Name: (S)-(+)-1-(2-Pyrrolidinylmethyl)pyrrolidine
CAS No.: 51207-66-0
Chemical Name: (S)-(+)-1-(2-Pyrrolidinylmethyl)pyrrolidine
Synonyms: (2S)-1-(2-Pyrrolidinylmethyl)pyrrolidine;(S)-1-(pyrrolidin-2-ylmethyl)pyrrolidine;(2S)-2-(1-Pyrrolidinylmethyl)pyrrolidine;1-[(2S)-2-Pyrrolidinylmethyl]pyrrolidine;1-[(2S)-pyrrolidin-2-ylmethyl]pyrrolidine;(2S)-2-(Pyrrolidin-1-ylmethyl)pyrrolidine;1-(((S)-pyrrolidin-2-yl)methyl)pyrrolidine;(S)-(-)-1-(2-PYRROLIDINYLMETHYL)PIPERIDINE;(S)-(+)-1-(2-Pyrrolidinomethyl)pyrrolidine;(S)-(+)-1-(2-PYRROLIDINYLMETHYL)PYRROLIDINE
CBNumber: CB5780017
Molecular Formula: C9H18N2
Formula Weight: 154.25
MOL File: 51207-66-0.mol

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(S)-(+)-1-(2-Pyrrolidinylmethyl)pyrrolidine Property

Boiling point:: 99-101 °C2 mm Hg(lit.)
Density: 0.946 g/mL at 25 °C(lit.)
refractive index: n20/D 1.4871(lit.)
Flash point:: 220 °F
storage temp.: Storage temp. -20°C
pka: 10.91±0.10(Predicted)
form: clear liquid
color: Colorless to Light yellow
optical activity: [α]19/D +7.0°, c = 2.4 in ethanol
InChI: InChI=1S/C9H18N2/c1-2-7-11(6-1)8-9-4-3-5-10-9/h9-10H,1-8H2/t9-/m0/s1
InChIKey: YLBWRMSQRFEIEB-VIFPVBQESA-N
SMILES: N1(C[C@@H]2CCCN2)CCCC1
CAS DataBase Reference: 51207-66-0(CAS DataBase Reference)

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Safety

Hazard Codes: Xi,Xn
Risk Statements: 36/38-36/37/38-22
Safety Statements: 26-36
RIDADR: NA 1993 / PGIII
WGK Germany: 3
F: 10-34
HS Code: 29339900

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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: 324450
Product name: (S)-(+)-1-(2-Pyrrolidinylmethyl)pyrrolidine
Purity: 96%
Packaging: 250mg
Price: $64.9
Updated: 2025/07/31

Sigma-Aldrich

Product number: 324450
Product name: (S)-(+)-1-(2-Pyrrolidinylmethyl)pyrrolidine
Purity: 96%
Packaging: 1g
Price: $112
Updated: 2023/06/20

TCI Chemical

Product number: P1241
Product name: (S)-(+)-1-(2-Pyrrolidinylmethyl)pyrrolidine
Purity: >98.0%(GC)(T)
Packaging: 1g
Price: $132
Updated: 2025/07/31

TCI Chemical

Product number: P1241
Product name: (S)-(+)-1-(2-Pyrrolidinylmethyl)pyrrolidine
Purity: >98.0%(GC)(T)
Packaging: 5g
Price: $447
Updated: 2025/07/31

TRC

Product number: P999243
Product name: (S)-2-(1-Pyrrolidinylmethyl)pyrrolidine
Packaging: 100mg
Price: $75
Updated: 2021/12/16

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(S)-(+)-1-(2-Pyrrolidinylmethyl)pyrrolidine Chemical Properties,Usage,Production

Chemical Properties

Liquid

Uses

(S)-(+)-1-(2-Pyrrolidinylmethyl)pyrrolidine can be used as an organocatalyst in the asymmetric synthesis of different optically active organic building blocks via Aldol condensation and Mannich reactions . It is also used as a catalyst to prepare enantioselective Michael adducts by reacting alkylidene malonates with unactivated ketones.

Synthesis

41721-00-0

51207-66-0

General procedure for the synthesis of (S)-(+)-1-(2-pyrrolidinylmethyl)pyrrolidine from 1-[(2S)-2-pyrrolidinocarbonyl]-pyrrolidine: The reaction system was cooled down to 0 °C under nitrogen protection, and an anhydrous tetrahydrofuran (80 mL) solution of the amide (19.02 g, 113 mmol) was slowly added dropwise over a period of 3 hours to an anhydrous tetrahydrofuran (80 mL) suspension of lithium aluminum hydride (15.00 g, 396 mmol). 396 mmol) in anhydrous tetrahydrofuran (140 mL) suspension. After the dropwise addition, the reaction mixture was stirred at room temperature overnight, followed by heating and refluxing for 4 hours, and then continued stirring at room temperature overnight. Upon completion of the reaction, the reaction was quenched by slow dropwise addition of saturated aqueous sodium sulfate solution (20 mL). The crude reaction mixture was filtered through a diatomaceous earth pad and the filter cake was washed with ethyl acetate. The filtrates were combined and concentrated under reduced pressure to give a yellow oily crude product (14.54 g, 83% yield). Further purification by short distillation gave the colorless oily target product (S)-(+)-1-(2-pyrrolidinylmethyl)pyrrolidine (11.22 g, 64% yield). Specific optical rotation: [α]D20 +2.4 (c=2.4, EtOH). NMR hydrogen spectrum (CDCl3, 300 MHz) δ: 1.22-1.43 (1H, m, CH2), 1.68-1.81 (6H, m, 3×CH2), 1.82-1.95 (1H, m, CH2), 2.31-2.37 (1H, dd, J=5.2, 11.9 Hz, CH2), 2.45-2.61 (6H , m, 3 × CH2, NH), 2.81-2.89 (1H, m, CH2), 2.94-3.02 (1H, m, CH2), 3.17-3.26 (1H, m, CH). NMR carbon spectrum (CDCl3, 75.5 MHz) δ: 23.4 (2×CH2), 25.0, 30.1, 46.1 (3×CH2), 54.6 (2×CH2), 57.4 (CH), 62.1 (CH2). Mass spectrum (ES+) m/z: 155 [(M+H)+, 100%].

References

[1] Journal of the American Chemical Society, 1987, vol. 109, p. 2040
[2] Bulletin of the Chemical Society of Japan, 1990, vol. 63, # 3, p. 721 - 727
[3] Patent: US2003/195190, 2003, A1
[4] Patent: US4550107, 1985, A
[5] Organic Letters, 2009, vol. 11, # 15, p. 3270 - 3273

(S)-(+)-1-(2-Pyrrolidinylmethyl)pyrrolidine Preparation Products And Raw materials

Raw materials

Preparation Products

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(S)-(+)-1-(2-Pyrrolidinylmethyl)pyrrolidine Suppliers

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View Lastest Price from (S)-(+)-1-(2-Pyrrolidinylmethyl)pyrrolidine manufacturers

Zhuozhou Wenxi import and Export Co., Ltd

Product: (S)-(+)-1-(2-Pyrrolidinylmethyl)pyrrolidine 51207-66-0
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

Career Henan Chemical Co

Product: S)-(+)-1-(2-Pyrrolidinylmethyl)pyrrolidine 51207-66-0
Price: US $7.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 100kg
Release date: 2018-12-21

51207-66-0, (S)-(+)-1-(2-Pyrrolidinylmethyl)pyrrolidineRelated Search:

(S)-(+)-1-(2-Pyrrolidinylmethyl)pyrrolidine BPP 9A BRADYKININ (R)-(-)-1-(2-PYRROLIDINYLMETHYL)PYRROLIDINE,(R)-(-)-1-(2-PYRROLIDINYLMETHYL)PYRROLIDINE 98%,(R)-(-)-1-(2-Pyrrolidinylmethyl)pyrrolidine98% (D-ARG0,HYP3,D-PHE7)-BRADYKININ (P-CHLORO-PHE5,8)-BRADYKININ PRO-PRO-GLY-PHE-SER-PRO-PHE-ARG ARG-PRO-PRO-GLY-PHE-SER-PRO-PHE H-GLY-PRO-HYP-OH H-ARG-PRO-PRO-GLY-PHE-OH TRIFLUOROACETATE SALT BRADYKININ (1-6) H-GLY-PRO-PRO-OH H-PRO-HYP-OH (2S,2S)-1-(1-Methyl-2-pyrrolidinylmethyl)pyrrolidine-2-methanol H-ARG-PRO-PRO-GLY-PHE-SER-PRO-OH ACETATE SALT ARG-PRO-HYP-GLY-PHE-SER-PRO-PHE-ARG BOC-PRO-PRO-OH H-PRO-PRO-PRO-OH

(S)-(-)-1-(2-PYRROLIDINYLMETHYL)PIPERIDINE

(S)-(+)-1-(2-PYRROLIDINYLMETHYL)PYRROLIDINE

(S)-(-)-1-METHYL-2-(1-PIPERIDINOMETHYL)PYRROLIDINE

(S)-1-METHYL-2-(PIPERIDINOMETHYL)PYRROLIDINE

(S)-(+)-1-(2-PYRROLIDINYLMETHYL)PYRROLIDINE 98+%

1-(((S)-pyrrolidin-2-yl)methyl)pyrrolidine

(S)-2-(1-Pyrrolidinylmethyl)pyrrolidine dihydrochloride

1-[(2S)-pyrrolidin-2-ylmethyl]pyrrolidine

(S)-1-(pyrrolidin-2-ylmethyl)pyrrolidine

1-[(2S)-pyrrolidin-2-ylmethyl]pyrrolidine(SALTDATA: FREE)

(2S)-1-(2-Pyrrolidinylmethyl)pyrrolidine

(2S)-2-((Pyrrolidin-1-yl)methyl)pyrrolidine

(2S)-2-(Pyrrolidin-1-ylmethyl)pyrrolidine

(S)-(+)-1-(2-Pyrrolidinomethyl)pyrrolidine

(S)-(+)-2-(1-Pyrrolidinylmethyl)pyrrolidine

Pyrrolidine, 1-[(2S)-2-pyrrolidinylMethyl]-

(S)-(+)-1-(2-PyrrolidinylMethyl)pyrrolidine 96%

2-{[(2S)-1-Methyl-2-pyrrolidinyl]methyl}piperidine

(2S)-2-(1-Pyrrolidinylmethyl)pyrrolidine

(S)-2-(1-Pyrrolidinylmethyl)pyrrolidine 2HCl

(2S)-2-(1-Pyrrolidinylmethyl)pyrrolidine,99%e.e.

1-[(2S)-2-Pyrrolidinylmethyl]pyrrolidine

(S)-(+)-1-(2-Pyrrolidinylmethyl)pyrrolidine&gt

(<i>S</i>)-(+)-1-(2-Pyrrolidinylmethyl)pyrrolidine

51207-66-0

Chiral Catalysts, Ligands, and Reagents

Chiral Building Blocks

Heterocyclic Building Blocks

Pyrrolidines

Proline-Based Organocatalysts

Asymmetric Synthesis

Synthetic Organic Chemistry

Asymmetric Synthesis

Chiral Catalysts, Ligands, and Reagents

Proline-Based Organocatalysts