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经验公式(希尔记法):
C5H9NO2
化学文摘社编号:
分子量:
115.13
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352209
EC Number:
206-452-7
MDL number:
Beilstein/REAXYS Number:
80811
产品名称
D-脯氨酸, ReagentPlus®, ≥99%
InChI key
ONIBWKKTOPOVIA-SCSAIBSYSA-N
InChI
1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m1/s1
SMILES string
OC(=O)[C@H]1CCCN1
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
Quality Level
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Application
D-脯氨酸是 (−)-secu′amamine A和(R)-harmicine全合成中的关键原料。
- 它可以用作合成手性多金属氧酸盐(POM)簇的配体。
- 它还可以用作醛的对映选择性α -氨基氧化中的催化剂。
Legal Information
ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Total Synthesis of the Securinega Alkaloid (−)-Secu?amamine A.
Liu P, et al.
Journal of the American Chemical Society, 130(24), 7562-7563 (2008)
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)
Synthesis of (S)?and (R)?Harmicine from Proline: An Approach Toward Tetrahydro?β?carbolines.
Lood C S and Koskinen A M
European Journal of Organic Chemistry, 2014(11), 2357-2364 (2014)
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
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)
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