706574
N-Boc-cis-4-hydroxy-D-proline
97%
Synonym(s):
(2R,4R)-N-Boc-4-hydroxy-2-pyrrolidinecarboxylic acid
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About This Item
Empirical Formula (Hill Notation):
C10H17NO5
CAS Number:
Molecular Weight:
231.25
UNSPSC Code:
12352005
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.22
MDL number:
SMILES string
CC(C)(C)OC(=O)N1C[C@H](O)C[C@@H]1C(O)=O
InChI
1S/C10H17NO5/c1-10(2,3)16-9(15)11-5-6(12)4-7(11)8(13)14/h6-7,12H,4-5H2,1-3H3,(H,13,14)/t6-,7-/m1/s1
InChI key
BENKAPCDIOILGV-RNFRBKRXSA-N
assay
97%
form
solid
optical activity
[α]22/D +50.0°, c = 1 in methanol
mp
146-151 °C
application(s)
peptide synthesis
functional group
carboxylic acid, hydroxyl
storage temp.
2-8°C
Application
N-Boc-cis-4-hydroxy-D-proline can be used:
- As a starting material in the synthesis of DNA mimicking pyrrolidine peptide nucleic acid (PNA) analog.
- In the synthesis of biologically important macrocyclic dilactones.
- As an intermediate in the synthesis of histamine H3 receptor antagonists.
signalword
Warning
hcodes
pcodes
Hazard Classifications
Eye Irrit. 2
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Find documentation for the products that you have recently purchased in the Document Library.
Pyrrolidine PNA: A novel conformationally restricted PNA analogue
Puschl A, et al.
Organic Letters, 2(26), 4161-4163 (2000)
Novel substituted pyrrolidines are high affinity histamine H3 receptor antagonists
Stocking EM, et al.
Bioorganic & Medicinal Chemistry Letters, 20(9), 2755-2760 (2010)
Synthesis of macrocyclic dilactones by cyclization of sulfonium salts
Nakamura T, et al.
The Journal of Organic Chemistry, 57(14), 3783-3789 (1992)
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