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287067

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%

Quality Level

100

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.

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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