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Merck
CN

287059

L-Prolinamide

98%, for peptide synthesis

Synonym(s):

(2S)-2-Carbamoylpyrrolidine

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About This Item

Empirical Formula (Hill Notation):
C5H10N2O
CAS Number:
Molecular Weight:
114.15
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352209
EC Number:
231-397-0
MDL number:
Beilstein/REAXYS Number:
80807
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Product Name

L-Prolinamide, 98%

InChI key

VLJNHYLEOZPXFW-BYPYZUCNSA-N

InChI

1S/C5H10N2O/c6-5(8)4-2-1-3-7-4/h4,7H,1-3H2,(H2,6,8)/t4-/m0/s1

SMILES string

NC(=O)[C@@H]1CCCN1

assay

98%

optical activity

[α]20/D −106°, c = 1 in ethanol

reaction suitability

reaction type: solution phase peptide synthesis

mp

95-97 °C (lit.)

application(s)

peptide synthesis

Quality Level

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Yasuhiro Goto et al.
Journal of medicinal chemistry, 49(3), 847-849 (2006-02-03)
A focused library approach identifying novel leads to develop a potent ORL1 antagonist is described. Beginning from a compound identified by random screening, an exploratory library that exhibited a diverse display of pharmacophores was designed. After evaluating ORL1 antagonistic activity
Highly enantioselective strecker reaction of ketoimines catalyzed by an organocatalyst from (S)-BINOL and L-prolinamide.
Zongrui Hou et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 14(15), 4484-4486 (2008-04-11)
Kazuhiko Mitsui et al.
Chemical communications (Cambridge, England), (22)(22), 3261-3263 (2009-07-10)
Dendritic effects on both the enantioselectivity and diastereoselectivity of the direct aldol reaction were observed for pyridine-2,6-dicarboxamide dendrons terminated with L-prolinamides.
Sampak Samanta et al.
Organic letters, 7(23), 5321-5323 (2005-11-05)
[reaction: see text] The catalytic activity of the prolinamide-type catalysts may be improved by introducing additional prolinamide moiety into the catalyst, while the enantioselectivity can still be maintained or further improved. A C2-symmetric bisprolinamide with two prolinamide moieties has been
Denis R St Laurent et al.
Bioorganic & medicinal chemistry letters, 22(19), 6063-6066 (2012-09-11)
In a previous disclosure,(1) we reported the dimerization of an iminothiazolidinone to form 1, a contributor to the observed inhibition of HCV genotype 1b replicon activity. The dimer was isolated via bioassay-guided fractionation experiments and shown to be a potent

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