MilliporeSigma
All Photos(1)

Documents

287067

Sigma-Aldrich

L-Proline methyl ester hydrochloride

98%

Sign Into View Organizational & Contract Pricing

Synonym(s):
(S)-Methyl pyrrolidine-2-carboxylate hydrochloride, L-Pro-OMe HCl
Empirical Formula (Hill Notation):
C6H11NO2 · HCl
CAS Number:
Molecular Weight:
165.62
Beilstein/REAXYS Number:
3596045
EC Number:
MDL number:
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

Looking for similar products? Visit Product Comparison Guide

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item
860409857327L1002
assay

98%

assay

98%

assay

≥95%

assay

98%

mp

69-71 °C (lit.)

mp

151-153 °C (lit.)

mp

182-183 °C (dec.) (lit.)

mp

151-153 °C (lit.)

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

100

optical activity

[α]20/D −31°, c = 0.5 in H2O

optical activity

[α]22/D +25.9°, c = 1 in H2O

optical activity

[α]22/D −36.0°, c = 4% in methanol

optical activity

[α]22/D +13°, c = 2 in H2O

reaction suitability

reaction type: solution phase peptide synthesis

reaction suitability

reaction type: solution phase peptide synthesis

reaction suitability

reaction type: solution phase peptide synthesis

reaction suitability

reaction type: solution phase peptide synthesis

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)

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’.

Already Own This Product?

Documents related to the products that you have purchased in the past have been gathered in the Document Library for your convenience.

Visit the Document Library

Difficulty Finding Your Product Or Lot/Batch Number?

Product numbers are combined with Pack Sizes/Quantity when displayed on the website (example: T1503-25G). Please make sure you enter ONLY the product number in the Product Number field (example: T1503).

Example:

T1503
Product Number
-
25G
Pack Size/Quantity

Additional examples:

705578-5MG-PW

PL860-CGA/SHF-1EA

MMYOMAG-74K-13

1000309185

enter as 1.000309185)

Having trouble? Feel free to contact Technical Service for assistance.

Lot and Batch Numbers can be found on a product's label following the words 'Lot' or 'Batch'.

Aldrich Products

  • For a lot number such as TO09019TO, enter it as 09019TO (without the first two letters 'TO').

  • For a lot number with a filling-code such as 05427ES-021, enter it as 05427ES (without the filling-code '-021').

  • For a lot number with a filling-code such as STBB0728K9, enter it as STBB0728 without the filling-code 'K9'.

Not Finding What You Are Looking For?

In some cases, a COA may not be available online. If your search was unable to find the COA you can request one.

Request COA

Customers Also Viewed

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)
An efficient green synthesis of proline-based cyclic dipeptides under water-mediated catalyst-free conditions
Thajudeen H, et al.
Tetrahedron Letters, 51(9), 1303-1305 (2010)
Synthesis of Prolylproline
Gaidukevich VA, et al.
Russ. J. Org. Chem., 55(7), 1005-1008 (2019)
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
Emily M Christensen et al.
The Journal of biological chemistry, 295(52), 18316-18327 (2020-10-29)
Pyrroline-5-carboxylate reductase 1 (PYCR1) catalyzes the biosynthetic half-reaction of the proline cycle by reducing Δ1-pyrroline-5-carboxylate (P5C) to proline through the oxidation of NAD(P)H. Many cancers alter their proline metabolism by up-regulating the proline cycle and proline biosynthesis, and knockdowns of

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service