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287059

Sigma-Aldrich

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:
7531-52-4
Molecular Weight:
114.15
Beilstein:
80807
EC Number:
231-397-0
MDL number:
MFCD00005253
UNSPSC Code:
12352209
PubChem Substance ID:
24857262
NACRES:
NA.22

product name

L-Prolinamide, 98%

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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Related Categories

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Sigma-Aldrich

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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
Tor E Kristensen et al.
Organic letters, 11(14), 2968-2971 (2009-06-16)
A completely non-chromatographic and highly large-scale adaptable synthesis of acrylic polymer beads containing proline and prolineamides has been developed. Novel monomeric proline (meth)acrylates are prepared from hydroxyproline in only one step. Free-radical copolymerization then gives solid-supported proline organocatalysts directly in
Omar D Lopez et al.
Bioorganic & medicinal chemistry letters, 23(3), 779-784 (2013-01-01)
In a recent disclosure, we described the discovery of dimeric, prolinamide-based NS5A replication complex inhibitors exhibiting excellent potency towards an HCV genotype 1b replicon. That disclosure dealt with the SAR exploration of the peripheral region of our lead chemotype, and
Rajasekhar Dodda et al.
Organic letters, 8(21), 4911-4914 (2006-10-06)
[reaction: see text] The first organocatalytic cross aldol reaction of ketones and diethyl formylphosphonate hydrate has been realized by using readily available l-prolinamide as the catalyst. Secondary alpha-hydroxyphosphonates have been synthesized in high enantioselective (up to >99% ee) and good
Jia-Rong Chen et al.
Organic letters, 7(20), 4543-4545 (2005-09-24)
[reaction: see text] Readily tunable and bifunctional L-prolinamides as novel organocatalysts have been developed, and their catalytic activities were evaluated in the direct asymmetric Aldol reactions of various aromatic aldehydes and cyclohexanone. High isolated yields (up to 94%), enantioselectivities (up
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