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Merck
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Documentos Principais

670774

Sigma-Aldrich

(R)-(−)-Pyrrolidine-3-carboxylic acid

≥99.0% (NT)

Sinônimo(s):

(R)-β-Proline

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About This Item

Fórmula empírica (Notação de Hill):
C5H9NO2
Número CAS:
Peso molecular:
115.13
Beilstein:
5496144
Número MDL:
Código UNSPSC:
12352200
ID de substância PubChem:

Ensaio

≥99.0% (NT)

Formulário

solid

atividade óptica

[α]/D -20.5±1.5°, c = 2 in H2O

adequação da reação

reaction type: solution phase peptide synthesis

aplicação(ões)

peptide synthesis

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

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

chave InChI

JAEIBKXSIXOLOL-SCSAIBSYSA-N

Embalagem

Bottomless glass bottle. Contents are inside inserted fused cone.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)


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L-Proline ReagentPlus®, ≥99% (HPLC)

Sigma-Aldrich

P0380

L-Proline

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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