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(3S)-(-)-3-Acetamidopyrrolidine

  • Name (3S)-(-)-3-Acetamidopyrrolidine
  • EINECS-0
  • CAS No. 114636-31-6
  • Density1.04 g/cm3
  • PSA41.13000
  • LogP0.20410
  • SolubilityN/A
  • Melting Point56-58 °C
  • FormulaC6H12N2O
  • Boiling Point306.8 °C at 760 mmHg
  • Molecular Weight128.174
  • Flash Point150.8 °C
  • Transport InformationN/A
  • AppearanceColorless transparent liquid
  • Safety26-36/37/39-45
  • Risk Codes34-36/37/38
  • Molecular Structure
    Molecular Structure of 114636-31-6 ((3S)-(-)-3-Acetamidopyrrolidine)
  • Hazard SymbolsIrritantXi
  • SynonymsIrritantXi
  • Article Data5

(3S)-(-)-3-Acetamidopyrrolidine Synthetic route

108-24-7

acetic anhydride

114636-29-2

(3S)-3-azido-1-(phenylmethyl)pyrrolidine

A

131900-62-4

N-[(3R)-3-pyrrolidinyl]acetamide

B

114636-31-6

(S)-N-(pyrrolidin-3-yl)acetamide

Conditions
ConditionsYield
Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;

1,2-bis(4-bromo-2,6-dimethoxyphenyl)diazene

114636-31-6

(S)-N-(pyrrolidin-3-yl)acetamide

N,N’-((3S,3'S)-((-diazene-1,2-diyl)bis(3,5-dimethoxy-4,1-phenylene))bis(pyrrolidine-1,3-diyl))diacetamide

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; ruphos In toluene at 100℃; for 18h; Inert atmosphere;94%

C45H29N5O

114636-31-6

(S)-N-(pyrrolidin-3-yl)acetamide

C51H41N7O2

Conditions
ConditionsYield
at 20℃;92%

C45H29N5O

114636-31-6

(S)-N-(pyrrolidin-3-yl)acetamide

C51H41N7O2

Conditions
ConditionsYield
With triethylamine at 20℃;92%

2-amino-4-formyl-5-trifluoromethyl-benzoic acid ethyl ester

114636-31-6

(S)-N-(pyrrolidin-3-yl)acetamide

ethyl 4-[[(3S)-3-acetamidopyrrolidin-1-yl]methyl]-2-amino-5-(trifluoromethyl)benzoate

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride In tetrahydrofuran at 20℃; for 1h;92%

7-chloro-2-(4-chlorobenzyl)-5-methylpyrazolo[1,5-a]pyrimidine

114636-31-6

(S)-N-(pyrrolidin-3-yl)acetamide

N-{(3S)-1-[2-(4-chlorobenzyl)-5-methylpyrazolo[1,5-a]pyrimidin-7-yl]pyrrolidin-3-yl}acetamide

Conditions
ConditionsYield
With potassium carbonate In 1,4-dioxane at 95℃;86.4%

(4-benzenesulfonyl-6-chloropyridin-2-yl)-(5-methyl-1H-pyrazol-3-yl)amine

114636-31-6

(S)-N-(pyrrolidin-3-yl)acetamide

N-{(S)-1-[4-benzenesulfonyl-6-(5-methyl-1H-pyrazol-3-ylamino)pyridin-2-yl]pyrrolidin-3-yl}acetamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide at 120℃; for 4h;86%
137435-09-7

3,7-dihydro-9,10-difluoro-3-methyl-7-oxo-2H-pyrido<3,2,1-ij><1,3,4>benzoxadiazine-6-carboxylic acid ethyl ester

114636-31-6

(S)-N-(pyrrolidin-3-yl)acetamide

9-((S)-3-Acetylamino-pyrrolidin-1-yl)-8-fluoro-3-methyl-6-oxo-2,3-dihydro-6H-1-oxa-3,3a-diaza-phenalene-5-carboxylic acid ethyl ester

Conditions
ConditionsYield
With pyridine Heating;85%
896459-67-9

C14H7Cl3N4O2S

114636-31-6

(S)-N-(pyrrolidin-3-yl)acetamide

896459-68-0

(S)-N-(1-(6-cyano-5-(2,4-dichlorophenyl)-7-methylimidazo[1,2-a]pyrimidin-2-ylsulfonyl)pyrrolidin-3-yl)acetamide

Conditions
ConditionsYield
With triethylamine In dichloromethane for 14h;81%

C13H9BrClN3

114636-31-6

(S)-N-(pyrrolidin-3-yl)acetamide

C19H20BrN5O

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In butan-1-ol at 100℃; for 3h; Sealed tube;81%

(3S)-(-)-3-Acetamidopyrrolidine Specification

The (3S)-(-)-3-Acetamidopyrrolidine, also known as (S)-N-Pyrrolidin-3-ylacetamide, is an organic compound with the formula C6H12N2O. It belongs to the product categories of 3-Aminopyrrolidines; Amides (Chiral); Chiral 3-Aminopyrrolidines; Chiral Building Blocks; Synthetic Organic Chemistry. With the CAS registry number 114636-31-6, its IUPAC name is N-[(3S)-pyrrolidin-3-yl]acetamide. It is stable at common pressure and temperature, and it should be sealed and stored in a cool and dry place.

Physical properties of (3S)-(-)-3-Acetamidopyrrolidine: (1)ACD/LogP: -1.24; (2)ACD/LogD (pH 5.5): -4.3; (3)ACD/LogD (pH 7.4): -3.47; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 3; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 1; (11)Index of Refraction: 1.485; (12)Molar Refractivity: 35.17 cm3; (13)Molar Volume: 122.5 cm3; (14)Surface Tension: 36 dyne/cm; (15)Density: 1.04 g/cm3; (16)Flash Point: 150.8 °C; (17)Enthalpy of Vaporization: 54.74 kJ/mol; (18)Boiling Point: 306.8 °C at 760 mmHg; (19)Vapour Pressure: 0.000752 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC(=O)NC1CCNC1
(2)Isomeric SMILES: CC(=O)N[C@H]1CCNC1
(3)InChI: InChI=1S/C6H12N2O/c1-5(9)8-6-2-3-7-4-6/h6-7H,2-4H2,1H3,(H,8,9)/t6-/m0/s1
(4)InChIKey: HDCCJUCOIKLZNM-LURJTMIESA-N

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