(R)-(-)-1-(2-Pyrrolidinylmethyl)pyrrolidine
- Product Name
- (R)-(-)-1-(2-Pyrrolidinylmethyl)pyrrolidine
- CAS No.
- 60419-23-0
- Chemical Name
- (R)-(-)-1-(2-Pyrrolidinylmethyl)pyrrolidine
- Synonyms
- (R)-1-(2-Pyrrolidinylmeth;(2R)-2-(1-Pyrrolidinylmethyl)pyrrolidine;(R)-1-(Pyrrolidin-2-ylMethyl)pyrrolidine;1-[(2R)-2-Pyrrolidinylmethyl]pyrrolidine;(R)-2-(Pyrrolidin-1-ylmethyl)pyrrolidine;1-(((R)-pyrrolidin-2-yl)methyl)pyrrolidine;(R)-(-)-1-(2-PYRROLIDINYLMETHYL)PYRROLIDINE;Pyrrolidine, 1-[(2R)-2-pyrrolidinylmethyl]-;1-[[(2R)-pyrrolidin-2-yl]methyl]pyrrolidine;(R)-2-(Pyrrolidin-1-ylmethyl)pyrrolidine 2HCl
- CBNumber
- CB0140975
- Molecular Formula
- C9H18N2
- Formula Weight
- 154.25
- MOL File
- 60419-23-0.mol
(R)-(-)-1-(2-Pyrrolidinylmethyl)pyrrolidine Property
- Boiling point:
- 265.8±0.0 °C(Predicted)
- Density
- 0.975±0.06 g/cm3(Predicted)
- refractive index
- 1.4850 to 1.4890
- storage temp.
- under inert gas (nitrogen or Argon) at 2–8 °C
- form
- clear liquid
- pka
- 10.91±0.10(Predicted)
- color
- Colorless to Light yellow
- InChI
- InChI=1S/C9H18N2/c1-2-7-11(6-1)8-9-4-3-5-10-9/h9-10H,1-8H2/t9-/m1/s1
- InChIKey
- YLBWRMSQRFEIEB-SECBINFHSA-N
- SMILES
- N1(C[C@H]2CCCN2)CCCC1
- CAS DataBase Reference
- 60419-23-0
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H302Harmful if swallowed
H318Causes serious eye damage
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P310Immediately call a POISON CENTER or doctor/physician.
P330Rinse mouth.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- P1925
- Product name
- (R)-(-)-1-(2-Pyrrolidinylmethyl)pyrrolidine
- Purity
- >98.0%(GC)(T)
- Packaging
- 1g
- Price
- $167
- Updated
- 2023/06/20
- Product number
- P999240
- Product name
- (R)-2-(Pyrrolidin-1-ylmethyl)pyrrolidine
- Packaging
- 10mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- P999240
- Product name
- (R)-2-(Pyrrolidin-1-ylmethyl)pyrrolidine
- Packaging
- 50mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- OR913029
- Product name
- (R)-(-)-1-(2-Pyrrolidinylmethyl)pyrrolidine
- Purity
- 95%
- Packaging
- 1g
- Price
- $120
- Updated
- 2021/12/16
- Product number
- AS30153
- Product name
- (R)-(-)-1-(2-Pyrrolidinylmethyl)pyrrolidine
- Purity
- 98+% ee
- Packaging
- 1g
- Price
- $164
- Updated
- 2021/12/16
(R)-(-)-1-(2-Pyrrolidinylmethyl)pyrrolidine Chemical Properties,Usage,Production
Synthesis
144243-45-8
60419-23-0
Using (+)-Cbz-D-proline (1.5 g, 6 mmol) as raw material, EDC (2.3 g, 12 mmol), HOBt (800 mg, 6 mmol), TEA (1.5 mL), and pyrrolidine (853 mg, 12 mmol) were sequentially added in DMF (20 mL) and the reaction was stirred at room temperature for 18 hours. After completion of the reaction, the reaction solution was diluted with water and sodium bicarbonate and extracted with dichloromethane (3 x 20 mL). The organic phases were combined, concentrated and purified by silica gel column chromatography to afford benzyl (R)-2-(pyrrolidine-1-carbonyl)-pyrrolidine-1-carboxylate. The resulting benzyl ester of (R)-2-(pyrrolidine-1-carbonyl)-pyrrolidine-1-carboxylate was dissolved in methanol, Pd/C catalyst was added and hydrogenated at room temperature for 20 h. After completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated to give pyrrolidin-1-yl-(R)-pyrrolidin-2-yl- methanone. Pyrrolidin-1-yl-(R)-pyrrolidin-2-yl-methanone (1.2 g, 7.1 mmol) was dissolved in THF (10 mL) at 0 °C and B2H6 (10 mL, 10 mmol) was added slowly. The reaction mixture was heated to reflux and reacted for 16 hours. Upon completion of the reaction, the reaction solution was acidified with HCl and concentrated to remove the solvent. The residue was adjusted to pH 10 with 2N NaOH and extracted with dichloromethane solution containing 5% methanol. The organic phases were combined, concentrated and purified by silica gel column chromatography to afford the target product (R)-1-(2-pyrrolidinylmethyl)pyrrolidine 800 mg in 73% yield.
References
[1] Journal of Medicinal Chemistry, 1992, vol. 35, # 23, p. 4334 - 4343
[2] Patent: WO2004/76412, 2004, A2. Location in patent: Page 98
[3] Patent: US2003/125370, 2003, A1
[4] Patent: WO2017/17630, 2017, A1. Location in patent: Page/Page column 50
(R)-(-)-1-(2-Pyrrolidinylmethyl)pyrrolidine Preparation Products And Raw materials
Raw materials
Preparation Products
(R)-(-)-1-(2-Pyrrolidinylmethyl)pyrrolidine Suppliers
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View Lastest Price from (R)-(-)-1-(2-Pyrrolidinylmethyl)pyrrolidine manufacturers
- Product
- (R)-(-)-1-(2-Pyrrolidinylmethyl)pyrrolidine 60419-23-0
- 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
- Product
- 1-[(2R)-2-Pyrrolidinylmethyl]pyrrolidine 60419-23-0
- Price
- US $3.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 100kg
- Release date
- 2019-08-07