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Key Documents

670774

Sigma-Aldrich

(R)-(−)-Pyrrolidine-3-carboxylic acid

≥99.0% (NT)

Sinonimo/i:

(R)-β-Proline

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About This Item

Formula empirica (notazione di Hill):
C5H9NO2
Numero CAS:
Peso molecolare:
115.13
Beilstein:
5496144
Numero MDL:
Codice UNSPSC:
12352200
ID PubChem:

Saggio

≥99.0% (NT)

Forma fisica

solid

Attività ottica

[α]/D -20.5±1.5°, c = 2 in H2O

Impiego in reazioni chimiche

reaction type: solution phase peptide synthesis

applicazioni

peptide synthesis

Temperatura di conservazione

2-8°C

Stringa SMILE

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-/m1/s1
JAEIBKXSIXOLOL-SCSAIBSYSA-N

Confezionamento

Bottomless glass bottle. Contents are inside inserted fused cone.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


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L-prolina ReagentPlus®, ≥99% (HPLC)

Sigma-Aldrich

P0380

L-prolina

David Steer et al.
Biochemistry, 41(35), 10819-10826 (2002-08-28)
The enzyme EC 3.4.24.15 (EP 24.15) is a zinc metalloendopeptidase whose precise function in vivo remains unknown but is thought to participate in the regulated metabolism of a number of specific neuropeptides. The lack of stable and selective inhibitors has
Wesley R R Harker et al.
Organic & biomolecular chemistry, 10(7), 1406-1410 (2012-01-05)
α-Alkyl β-amino esters are available in high diastereoselectivity through a silicon-free Claisen enolate [3,3]-sigmatropic rearrangement of enamide esters. Optimisation studies have probed the crucial role of the initial enolisation and the nature of the enamide N-centre. The demonstration of chirality
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
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
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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