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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%

Quality Level

100

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 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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Jinsuo Gao et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 16(26), 7852-7858 (2010-05-29)
Chirally functionalized hollow nanospheres with different surface properties were successfully synthesized by co-condensation of (2S,1'R,2'R)-N-tert-butyloxycarbonylpyrrolidine-2-carboxylic acid [2'-(4-trimethoxysilylbenzylamide)cyclohexyl] amide with 1,2-bis(trimethoxysilyl)ethane or tetramethoxysilane using F127 (EO(106)PO(70)EO(106)) as surfactant in water. The TEM and N(2) sorption characterizations show that the particle size
Stamatis Fotaras et al.
Organic & biomolecular chemistry, 10(29), 5613-5619 (2012-06-22)
A tripeptide-like prolinamide-thiourea catalyst with (S)-proline, (1S,2S)-diphenylethylenediamine and (S)-di-tert-butyl aspartate as building blocks provides the products of the reaction between ketones and aromatic aldehydes in high to quantitative yields and high stereoselectivities (up to 99:1 dr and 99% ee). Both
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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