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Key Documents

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670871

Sigma-Aldrich

(S)-(+)-Pyrrolidine-3-carboxylic acid

≥98.0% (NT)

Sinónimos:

(S)-β-Proline

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About This Item

Fórmula empírica (notación de Hill):
C5H9NO2
Número de CAS:
72580-53-1
Peso molecular:
115.13
Beilstein/REAXYS Number:
3537293
MDL number:
MFCD06738463
UNSPSC Code:
12352106
PubChem Substance ID:
329760393
NACRES:
NA.22

assay

≥98.0% (NT)

form

solid

optical activity

[α]/D 20.0±2.0°, c = 2 in H2O

reaction suitability

reaction type: solution phase peptide synthesis

application(s)

peptide synthesis

storage temp.

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

InChI key

JAEIBKXSIXOLOL-BYPYZUCNSA-N

Categorías relacionadas

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificados de análisis (COA)

Lot/Batch Number
0000184532
0000203682
1409310V
1370058V

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Sigma-Aldrich

198994

Sodium 3-methyl-2-oxobutyrate

L-Prolina ReagentPlus®, ≥99% (HPLC)

Sigma-Aldrich

P0380

L-Prolina

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
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
Santi Spampinato et al.
European journal of pharmacology, 469(1-3), 89-95 (2003-06-05)
We previously described a novel endomorphin-1 analogue (Tyr-L-beta-Pro-Trp-Phe-NH(2); Endo1-beta-Pro) more resistant to enzymatic hydrolysis than endomorphin-1 that acts as a mu-opioid receptor agonist. In this study we report that Endo1-beta-Pro, s.c. injected in the mouse, is an effective antinociceptive agent
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
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
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