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Merck
CN

268062

D-Pipecolinic acid

99%

Synonym(s):

(R)-(+)-2-Piperidinecarboxylic acid, (R)-Piperidine-2-carboxylic acid, D-Homoproline

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About This Item

Empirical Formula (Hill Notation):
C6H11NO2
CAS Number:
1723-00-8
Molecular Weight:
129.16
UNSPSC Code:
12352209
NACRES:
NA.22
PubChem Substance ID:
24856260
EC Number:
217-024-4
Beilstein/REAXYS Number:
81094
MDL number:
MFCD00064346

Key Documents

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InChI key

HXEACLLIILLPRG-RXMQYKEDSA-N

InChI

1S/C6H11NO2/c8-6(9)5-3-1-2-4-7-5/h5,7H,1-4H2,(H,8,9)/t5-/m1/s1

SMILES string

OC(=O)[C@H]1CCCCN1

assay

99%

optical activity

[α]25/D +27°, c = 1 in H2O

reaction suitability

reaction type: solution phase peptide synthesis

mp

277 °C (dec.) (lit.)

application(s)

peptide synthesis

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
21412AO
07601JS
14703AA
09102MN

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Rodney A Fernandes et al.
Organic & biomolecular chemistry, 10(38), 7789-7800 (2012-08-23)
A newly developed π-allylpalladium with a (-)-β-pinene framework and an isobutyl side chain catalyzed the enantioselective allylation of imines in good yields and enantioselectivities (20 examples, up to 98% ee). An efficient enantioselective synthesis of the (R)-α-propyl piperonylamine part of
Andrew D Patterson et al.
The Journal of biological chemistry, 286(22), 19511-19522 (2011-04-14)
To enhance understanding of the metabolic indicators of type 2 diabetes mellitus (T2DM) disease pathogenesis and progression, the urinary metabolomes of well characterized rhesus macaques (normal or spontaneously and naturally diabetic) were examined. High-resolution ultra-performance liquid chromatography coupled with the
Hai-Chao Xu et al.
Organic letters, 12(22), 5174-5177 (2010-10-16)
Catalytic intramolecular hydroamination of dithioketene acetals was developed for the synthesis of cyclic amino acid derivatives. Triggered by the addition of a catalytical amount of n-BuLi, the reaction proceeds to give proline and pipecolic acid derivatives in excellent yields and
Santos Fustero et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 18(12), 3753-3764 (2012-02-16)
The preparation of optically pure quaternary piperidines, both fluorinated and non-fluorinated, has been achieved from a chiral imino lactone derived from (R)-phenylglycinol. In the case of the fluorinated derivatives, the addition of (trifluoromethyl)trimethylsilane (TMSCF(3)) followed by iodoamination and migration of
Arjun Sengupta et al.
Malaria journal, 10, 384-384 (2011-12-27)
Plasmodium vivax is responsible for the majority of malarial infection in the Indian subcontinent. This species of the parasite is generally believed to cause a relatively benign form of the disease. However, recent reports from different parts of the world
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