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Sigma-Aldrich

L-Proline methyl ester hydrochloride

98%, for peptide synthesis

Synonym(s):

(S)-Methyl pyrrolidine-2-carboxylate hydrochloride, L-Pro-OMe HCl

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About This Item

Empirical Formula (Hill Notation):
C6H11NO2 · HCl
CAS Number:
2133-40-6
Molecular Weight:
165.62
Beilstein/REAXYS Number:
3596045
EC Number:
218-363-0
MDL number:
MFCD00012708
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24857264
NACRES:
NA.22

product name

L-Proline methyl ester hydrochloride, 98%

assay

98%

form

solid

optical activity

[α]20/D −31°, c = 0.5 in H2O

reaction suitability

reaction type: solution phase peptide synthesis

mp

69-71 °C (lit.)

application(s)

peptide synthesis

SMILES string

Cl[H].[H][C@]1(CCCN1)C(=O)OC

InChI

1S/C6H11NO2.ClH/c1-9-6(8)5-3-2-4-7-5;/h5,7H,2-4H2,1H3;1H/t5-;/m0./s1

InChI key

HQEIPVHJHZTMDP-JEDNCBNOSA-N

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Application

L-Proline methyl ester hydrochloride can be used as:
  • A building block in peptide synthesis.
  • A catalyst to synthesize 3,4-dihydropyrimidin-2-(1H)-ones via Biginelli condensation reaction with aryl aldehydes, methyl acetoacetate, and urea.
  • A reactant to prepare prolylproline.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Studies on the Biginelli reaction: a mild and selective route to 3, 4-dihydropyrimidin-2 (1H)-ones via enamine intermediates
Mabry J and Ganem B
Tetrahedron Letters, 47(1), 55-56 (2006)
Ernest Mordret et al.
Molecular cell, 75(3), 427-441 (2019-07-30)
The translation machinery and the genes it decodes co-evolved to achieve production throughput and accuracy. Nonetheless, translation errors are frequent, and they affect physiology and protein evolution. Mapping translation errors in proteomes and understanding their causes is hindered by lack

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