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Merck
CN

302821

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24858276
EC Number:
212-273-5
Beilstein/REAXYS Number:
6039
MDL number:
MFCD00012132
Assay:
95%
Form:
liquid

Key Documents

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InChI key

YQMXOIAIYXXXEE-UHFFFAOYSA-N

InChI

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

SMILES string

OC1CCN(C1)Cc2ccccc2

assay

95%

form

liquid

bp

113-115 °C/2 mmHg (lit.)

density

1.07 g/mL at 25 °C (lit.)

functional group

hydroxyl, phenyl

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

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

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

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
02323EX
00102CW
08608BE
09501TD
08819MD

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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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