712957
tert-Butyl (S)-2-pyrrolidone-5-carboxylate
≥98% (GC)
Synonym(s):
tert-Butyl (S)-5-oxo-2-pyrrolidinecarboxylate, tert-Butyl 5-oxo-L-prolinate, tert-Butyl L-pyroglutamate
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About This Item
Empirical Formula (Hill Notation):
C9H15NO3
CAS Number:
Molecular Weight:
185.22
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
EC Number:
252-555-5
Beilstein/REAXYS Number:
3590226
MDL number:
Assay:
≥98% (GC)
Form:
powder
InChI key
QXGSPAGZWRTTOT-LURJTMIESA-N
InChI
1S/C9H15NO3/c1-9(2,3)13-8(12)6-4-5-7(11)10-6/h6H,4-5H2,1-3H3,(H,10,11)/t6-/m0/s1
SMILES string
CC(C)(C)OC(=O)[C@@H]1CCC(=O)N1
assay
≥98% (GC)
form
powder
functional group
ester
Application
tert-Butyl (S)-2-pyrrolidone-5-carboxylate can be used:
- As a starting material/synthon in the synthesis of angiotensin-converting enzyme inhibitors.
- In the synthesis of phenanthroindolizidine alkaloids named (+)-tylophorine and antofine.
- As a starting material in the synthesis of radioligands [18F]IUR-1602 and [18F]IUR-1601, applicable for imaging of P2X7R, a therapeutic target for neuroinflammation.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2
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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Synthesis and pharmacology of the potent angiotensin-converting enzyme inhibitor N-[1 (S)-(ethoxycarbonyl)-3-phenylpropyl]-(S)-alanyl-(S)-pyroglutamic acid
Johnson AL, et al.
Journal of medicinal chemistry, 28(11), 1596-1602 (1985)
Synthesis and preliminary biological evaluation of a novel P2X7R radioligand [18F] IUR-1601
Gao M, et al.
Bioorganic & medicinal chemistry letters, 28(9), 1603-1609 (2018)
Synthesis and initial in vitro characterization of a new P2X7R radioligand [18F] IUR-1602
Gao M, et al.
Applied Radiation and Isotopes, 144(1), 10-18 (2019)
Indolizidine and quinolizidine alkaloids
Michael JP
Natural Product Reports, 24(1), 191-222 (2007)
Potent orally active inhibitors of angiotensin-converting enzyme (ACE)
Imaki K, et al.
Chemical & Pharmaceutical Bulletin, 29(8), 2210-2214 (1981)
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