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132883-44-4

132883-44-4 Structure

132883-44-4 Structure
IdentificationMore
[Name]

(3S)-(-)-3-(DIMETHYLAMINO)PYRROLIDINE
[CAS]

132883-44-4
[Synonyms]

(3S)-(-)-3-(DIMETHYLAMINO)PYRROLIDINE
(3S)-3-DIMETHYLAMINOPYRROLIDINE
(3S)-DIMETHYL-PYRROLIDIN-3-YL-AMINE
(3S)-N,N-DIMETHYL-3-PYRROLIDINAMINE
DIMETHYL-PYRROLIDIN-3-YL-AMINE (S)
(S)-(-)-3-(DIMETHYLAMINO)PYRROLIDINE
(S)-3-(DIMETHYLAMINO) PYRROLIDINE
(S)-DIMETHYL-PYRROLIDIN-3-YL-AMINE
(3S)-(-)-3-(DIMETHYLAMINO)PYRROLIDINE 96+%
(S)-N,N-dimethylpyrrolidin-3-amine
[Molecular Formula]

C6H14N2
[MDL Number]

MFCD00191348
[Molecular Weight]

114.19
[MOL File]

132883-44-4.mol
Questions And AnswerBack Directory
[Synthesis]

The synthesis of (3S)-(-)-3-(dimethylamino)pyrrolidine is currently mainly based on L-malic acid, and is synthesized through reactions such as cyclization, reduction, persulfonation and deprotection, with an overall yield of 31.45%. Its structure is directly introduced by the methylamino group using the original 3 hydroxyl groups, avoiding the construction of the chiral center of the dimethylamino group. The process of synthesizing the intermediate 6(S)-1-benzylpyrrolidine has also been optimized, with a yield of 90%. (3S)-(-)-3-(dimethylamino)pyrrolidine was synthesized with a yield of 87% through substitution and reduction, which has important reference value for the synthesis of this intermediate. The synthetic reaction formula is shown in the figure below:

Synthesis of 132883-44-4

Figure 1 Synthetic reaction formula of (3S)-(-)-3-(dimethylamino)pyrrolidine

This synthetic route has the advantages of simple operation, cheap and readily available raw materials, and easy separation of products, which is beneficial to the application and production of this compound.

Chemical PropertiesBack Directory
[Appearance]

Colorless to light yellow liqui
[Boiling point ]

160 °C/760 mmHg (lit.)
[density ]

0.899 g/mL at 25 °C(lit.)
[refractive index ]

n20/D 1.4650(lit.)
[Fp ]

125 °F
[storage temp. ]

2-8°C
[form ]

clear liquid
[pka]

9.93±0.10(Predicted)
[color ]

Colorless to Light yellow
[Specific Gravity]

0.90
[Optical Rotation]

[α]/D 14±2°, c = 1 in ethanol
[InChI]

InChI=1S/C6H14N2/c1-8(2)6-3-4-7-5-6/h6-7H,3-5H2,1-2H3/t6-/m0/s1
[InChIKey]

AVAWMINJNRAQFS-LURJTMIESA-N
[SMILES]

N1CC[C@H](N(C)C)C1
[CAS DataBase Reference]

132883-44-4(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Flame (GHS02)Corrosion (GHS05)Exclamation Mark (GHS07)
GHS02,GHS05,GHS07
[Signal word ]

Danger
[Hazard statements ]

H226-H302-H315-H318-H335
[Precautionary statements ]

P210-P233-P280-P301+P312-P303+P361+P353-P305+P351+P338
[Hazard Codes ]

Xn
[Risk Statements ]

R10:Flammable.
R22:Harmful if swallowed.
R37/38:Irritating to respiratory system and skin .
R41:Risk of serious damage to eyes.
R38:Irritating to the skin.
R37:Irritating to the respiratory system.
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S39:Wear eye/face protection .
[RIDADR ]

UN 1993 3/PG 3
[WGK Germany ]

2
[HazardClass ]

3
[PackingGroup ]

III
[HS Code ]

2933998090
[Storage Class]

3 - Flammable liquids
[Hazard Classifications]

Acute Tox. 4 Oral
Eye Dam. 1
Flam. Liq. 3
Skin Irrit. 2
STOT SE 3
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethanol-->Hydrochloric acid-->Dichloromethane-->Potassium carbonate-->Triethylamine-->Pyridine-->Palladium-->Tosyl chloride-->(S)-1-Benzyl-3-pyrrolidinol-->(R)-(+)-1-Benzyl-3-pyrrolidinol-->Dimethylamine hydrochloride-->(S)-(+)-Mandelic acid-->Pyridinium dichromate-->Tetraethylammonium acetate tetrahydrate, 99
Hazard InformationBack Directory
[Chemical Properties]

Colorless to light yellow liqui
[Uses]

(S)-(?)-3-(Dimethylamino)pyrrolidine can be used as a reactant in the syntheses of oxadiazolylthiazole and xanthone derivatives of biological importance.
Spectrum DetailBack Directory
[Spectrum Detail]

(3S)-(-)-3-(DIMETHYLAMINO)PYRROLIDINE(132883-44-4)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

**DISCONTINUED** Alt H30661; (S)-(-)-3-(Dimethylamino)pyrrolidine, 97%(132883-44-4)
[Sigma Aldrich]

132883-44-4(sigmaaldrich)
[TCI AMERICA]

(3S)-(-)-3-(Dimethylamino)pyrrolidine,>99.0%(GC)(132883-44-4)
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