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Structure

Boc-(2S,3S)-3-hydroxypyrrolidine-2-carboxylic acid

CAS
187039-57-2
Catalog Number
ACM187039572-1
Category
Amino Acids
Molecular Weight
231.2
Molecular Formula
C10H17NO5

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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
Flash Point
190.2±27.9 ℃
Density
1.3±0.1 g/cm3
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.
Exact Mass
231.110672
Functional Group
Boc
HS Code
2933990090
LogP
-0.54
MDL Number
MFCD04974546
PSA
87.07
Refractive Index
1.531
Storage Temperature
4 ℃
Type
Unusual Amino Acids, Analogs of Proline
Vapor Pressure
0.0±2.0 mmHg at 25℃
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