858919
D-Proline
≥99%, for peptide synthesis, ReagentPlus®
Synonym(s):
(R)-Pyrrolidine-2-carboxylic acid
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About This Item
Empirical Formula (Hill Notation):
C5H9NO2
CAS Number:
Molecular Weight:
115.13
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352209
EC Number:
206-452-7
MDL number:
Beilstein/REAXYS Number:
80811
Product Name
D-Proline, ReagentPlus®, ≥99%
product line
ReagentPlus®
assay
≥99%
form
powder
optical activity
[α]22/D +85.0°, c = 4 in H2O
optical purity
ee: 98% (GLC)
reaction suitability
reaction type: solution phase peptide synthesis
mp
223 °C (dec.) (lit.)
application(s)
peptide synthesis
SMILES string
OC(=O)[C@H]1CCCN1
InChI
1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m1/s1
InChI key
ONIBWKKTOPOVIA-SCSAIBSYSA-N
Application
D-Proline is a key starting material in the total synthesis of (−)-secu′amamine A and (R)-harmicine.
- It can be used as a ligand for the synthesis of chiral polyoxometalate (POM) clusters.
- It can also be used as a catalyst in the enantioselective α-aminoxylation of aldehydes.
Legal Information
ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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A Facile and Rapid Route to Highly Enantiopure 1, 2?Diols by Novel Catalytic Asymmetric α?Aminoxylation of Aldehydes.
Zhong G
Angewandte Chemie (International Edition in English), 115(35), 4379-4382 (2003)
Michael Meanwell et al.
Science (New York, N.Y.), 369(6504), 725-730 (2020-08-09)
Nucleoside analogs are commonly used in the treatment of cancer and viral infections. Their syntheses benefit from decades of research but are often protracted, unamenable to diversification, and reliant on a limited pool of chiral carbohydrate starting materials. We present
Chiral 3D architectures with helical channels constructed from polyoxometalate clusters and copper?amino acid complexes.
An H Y, et al.
Angewandte Chemie (International Edition in English), 118(6), 918-922 (2006)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 858919-500MG | 04061833032480 |
| 858919-5G | 04061833032497 |