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670871

Sigma-Aldrich

(S)-(+)-Pyrrolidin-3-Carboxylsäure

≥98.0% (NT)

Synonym(e):

(S)-β-Prolin

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About This Item

Empirische Formel (Hill-System):
C5H9NO2
CAS-Nummer:
72580-53-1
Molekulargewicht:
115.13
Beilstein:
3537293
MDL-Nummer:
MFCD06738463
UNSPSC-Code:
12352106
PubChem Substanz-ID:
329760393
NACRES:
NA.22

Assay

≥98.0% (NT)

Form

solid

Optische Aktivität

[α]/D 20.0±2.0°, c = 2 in H2O

Eignung der Reaktion

reaction type: solution phase peptide synthesis

Anwendung(en)

peptide synthesis

Lagertemp.

2-8°C

SMILES String

OC(=O)[C@H]1CCNC1

InChI

1S/C5H9NO2/c7-5(8)4-1-2-6-3-4/h4,6H,1-3H2,(H,7,8)/t4-/m0/s1

InChIKey

JAEIBKXSIXOLOL-BYPYZUCNSA-N

Verwandte Kategorien

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Analysenzertifikate (COA)

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Sigma-Aldrich

198994

Natrium-3-methyl-2-oxobutyrat

L-Prolin ReagentPlus®, ≥99% (HPLC)

Sigma-Aldrich

P0380

L-Prolin

Cody Timmons et al.
The Journal of organic chemistry, 70(19), 7634-7639 (2005-09-10)
[reaction: see text] A new halo-Mannich-type reaction is reported using cyclopropyl carbonyl-derived enolates and sulfonyl-protected imines. Chiral oxazolidinones auxiliaries were found to be effective for completely controlling the stereochemistry of the products. Variations in the oxazolidinone, protecting group, and imine
Alan Armstrong et al.
The Journal of organic chemistry, 74(14), 5041-5048 (2009-06-03)
7-Azabicyclo[2.2.1]heptane-2-carboxylic acid 11 was prepared in enantiopure form, and its catalytic potential in the direct aldol reaction between acetone and 4-nitrobenzaldehyde was assessed. The bicyclic system was found to be more selective than its monocyclic analogue beta-proline 5b. A comparative
Haile Zhang et al.
Journal of the American Chemical Society, 130(3), 875-886 (2008-01-01)
The development of enantioselective anti-selective Mannich-type reactions of aldehydes and ketones with imines catalyzed by 3-pyrrolidinecarboxylic acid and related pyrrolidine derivatives is reported in detail. Both (3R,5R)-5-methyl-3-pyrrolidinecarboxylic acid and (R)-3-pyrrolidinecarboxylic acid efficiently catalyzed the reactions of aldehydes with alpha-imino esters
Giuliana Cardillo et al.
Journal of medicinal chemistry, 45(12), 2571-2578 (2002-05-31)
In this paper we describe the synthesis and affinity toward the mu-opioid receptor of some tetrapeptides obtained from endomorphin-1, H-Tyr-Pro-Trp-Phe-NH(2) (1), by substituting each amino acid in turn with its homologue. The ability to bind mu-opioid receptors depends on the
Souvik Banerjee et al.
The Journal of organic chemistry, 77(23), 10925-10930 (2012-11-07)
A straightforward stereoselective and enantiodivergent cyclization strategy for the construction of γ-lactams is described. The cyclization strategy makes use of chiral malonic esters prepared from enantiomerically enriched monoesters of disubstituted malonic acid. The cyclization occurs with the selective displacement of
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