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302821

Sigma-Aldrich

1-Benzyl-3-pyrrolidinol

95%

Synonym(s):

1-Benzyl-3-hydroxypyrrolidine

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About This Item

Empirical Formula (Hill Notation):
C11H15NO
CAS Number:
775-15-5
Molecular Weight:
177.24
Beilstein:
6039
EC Number:
212-273-5
MDL number:
MFCD00012132
UNSPSC Code:
12352100
PubChem Substance ID:
24858276
NACRES:
NA.22

Assay

95%

form

liquid

refractive index

n20/D 1.548 (lit.)

bp

113-115 °C/2 mmHg (lit.)

density

1.07 g/mL at 25 °C (lit.)

SMILES string

OC1CCN(C1)Cc2ccccc2

InChI

1S/C11H15NO/c13-11-6-7-12(9-11)8-10-4-2-1-3-5-10/h1-5,11,13H,6-9H2

InChI key

YQMXOIAIYXXXEE-UHFFFAOYSA-N

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Application

1-Benzyl-3-pyrrolidinol was used in preparation of:
  • potent calcium antagonist, 1-benzyl-3-pyrrolidinyl methyl 2,6-dimethyl-4-(m-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
  • (3R)-1-benzyl-3-methanesulfonyloxy pyrrolidine

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301,H315,H319,H335

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 1

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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K Tamazawa et al.
Journal of medicinal chemistry, 29(12), 2504-2511 (1986-12-01)
Four enantiomers (3a-d) of the title compound, YM-09730 (3), were synthesized by the reaction of (-)- or (+)-5-(methoxycarbonyl)-2, 6-dimethyl-4-(m-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid (1a or 1b) with (S)- or (R)-1-benzyl-3-pyrrolidinol (2a or 2b). [3H]Nitrendipine binding affinity and coronary vasodilating activity of these compounds
Efficient synthesis of the 5-HT2c receptor agonist, Org 37684.
Adams DR and Duncton MAJ.
Synthetic Communications, 31(13), 2029-2036 (2001)

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