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287059

Sigma-Aldrich

L-Prolinamide

98%

Synonym(s):

(2S)-2-Carbamoylpyrrolidine

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About This Item

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

Quality Level

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

SMILES string

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

InChI

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

InChI key

VLJNHYLEOZPXFW-BYPYZUCNSA-N

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Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Hidenobu Komeda et al.
European journal of biochemistry, 271(8), 1465-1475 (2004-04-07)
An amidase acting on (R,S)-piperazine-2-tert-butylcarboxamide was purified from Pseudomonas azotoformans IAM 1603 and characterized. The enzyme acted S-stereoselectively on (R,S)-piperazine-2-tert-butylcarboxamide to yield (S)-piperazine-2-carboxylic acid. N-terminal and internal amino acid sequences of the enzyme were determined. The gene encoding the S-stereoselective
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.
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
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
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)

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