Specification
Description
(2S,3S)-1-(tert-Butoxycarbonyl)-3-hydroxypyrrolidine-2-carboxylic acid is a chiral, α-amino acid that is used extensively in organic synthesis due to its intriguing physical and chemical properties. The compound is also known as Boc-D-3-hydroxyproline, Boc-D-Hyp-OH or D-3-Hyp.
Synonyms
(2S,3S)-3-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
IUPAC Name
(2S,3S)-3-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
Canonical SMILES
CC(C)(C)OC(=O)N1CCC(C1C(=O)O)O
InChI
1S/C10H17NO5/c1-10(2,3)16-9(15)11-5-4-6(12)7(11)8(13)14/h6-7,12H,4-5H2,1-3H3,(H,13,14)/t6-,7-/m0/s1
InChI Key
JLDHXHPQMBNKMC-BQBZGAKWSA-N
Boiling Point
390.9±42.0 ℃at 760 mmHg
Application
The compound can be used for developing novel drug candidates, as a chiral building block in the synthesis of biologically active compounds, and as proline isomers in peptide chemistry and protein applications. Studies also show that it can inhibit the activity of protease enzymes and is used in peptide synthesis.
Type
Unusual Amino Acids, Analogs of Proline
Vapor Pressure
0.0±2.0 mmHg at 25℃