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2-Methyl-L-proline Methyl ester hydrochloride
  • 2-Methyl-L-proline Methyl ester hydrochloride2-Methyl-L-proline Methyl ester hydrochloride

2-Methyl-L-proline Methyl ester hydrochloride

Model: 220060-08-2
The product is 2-Methyl-L-proline Methyl ester hydrochloride, the hydrochloride salt of (S)‑2‑methylproline methyl ester, a conformationally constrained, chiral cyclic α‑amino acid derivative. The five‑membered pyrrolidine ring carries a quaternary α‑carbon with a methyl group, effectively locking the backbone φ and ψ torsion angles when incorporated into peptides. The methyl ester protects the carboxylic acid, and the hydrochloride salt protonates the secondary amine, rendering it a stable, crystalline solid. This compound is the key building block for introducing α‑methyl‑L‑proline into peptidomimetic drugs, where the quaternary center enhances metabolic stability and conformational rigidity.

2-Methyl-L-proline Methyl ester hydrochloride is an essential chiral intermediate in the synthesis of several approved antiviral and anticancer therapeutics, most notably the HCV NS3/4A protease inhibitors glecaprevir and voxilaprevir, where it forms part of the macrocyclic P2 proline cap. The quaternary α‑carbon of 2-Methyl-L-proline Methyl ester hydrochloride prevents enzymatic hydrolysis of the adjacent amide bond, significantly extending the half‑life of peptide‑based drugs. After coupling, the methyl ester of 2-Methyl-L-proline Methyl ester hydrochloride is hydrolyzed to the free acid or directly used in macrocyclization. Cosperpharm verifies the enantiomeric purity of every batch of 2-Methyl-L-proline Methyl ester hydrochloride by chiral HPLC to guarantee >99% e.e., as even minor contamination with the (R)‑enantiomer can compromise the crystallinity and biological activity of the final API.


Product Parameters

Parameter

Specification

Product Name

2-Methyl-L-proline Methyl ester hydrochloride

CAS Number

220060-08-2

Molecular Formula

C₇H₁₄ClNO₂

Molecular Weight

179.65 g/mol

Appearance

White to off-white crystalline powder

Melting Point

138–142 °C (typical)

Specific Optical Rotation

[α]²⁰ᴅ −45° to −50° (c=1, methanol)

Purity (HPLC)

≥98.5%

Chiral Purity (e.e.)

≥99.0%

Solubility

Soluble in water, methanol, ethanol; slightly soluble in ethyl acetate

Storage Condition

Store at room temperature or 2–8 °C, tightly sealed, dry environment

Shelf Life

36 months under recommended conditions


Why Cosperpharm? – Our Competitive Advantages

Advantage

Detail

Production Strength

GMP-certified campus spanning 100+ mu, 3 multi-purpose workshops, 6 D-grade clean zone production lines, and 150+ reactors (20L–5000L), supporting high/low temp, anaerobic & hydrogenation; kg to ton scale production.

Fast Delivery

R&D samples: one week; commercial orders: 1–2 months after payment. Express (DHL/FedEx) or air/sea freight available.

Global Partners

Trusted by 30+ pharmaceutical companies in USA, Europe, India, Brazil, and Southeast Asia; long-term cooperation with generic drug manufacturers, CROs, and impurity standard distributors.

Licensed Exporter

Valid drug import/export license — no compliance delays.

Dual Quality Grades

Both research/pharma grade(≥98%)and high-purity impurity grade(≥99%)available to meet diverse customer needs.


Application Scenarios

1.HCV Protease Inhibitor Synthesis

Key P2 fragment in glecaprevir, voxilaprevir, and earlier boceprevir‑like molecules.

2.SARS‑CoV‑2 Protease

Inhibitor R&D Incorporated into peptidomimetic inhibitors targeting the 3CLpro enzyme.

3.Anticancer Peptide Conjugates

Used to stabilize the turn conformation of cyclic peptides targeting MDM2/p53 or integrins.

4.Macrocyclic Drug Discovery

Serves as a rigid proline surrogate in the design of macrocyclic peptides and depsipeptides.

5.Chemical Ligation Studies

The quaternary α‑center is used to study the effect of conformational pre‑organization on ligation rates.


Contact Us

To incorporate this constrained proline building block into your next peptidomimetic lead, contact Cosperpharm’s chiral amino acid specialist — we can provide a quote, sample, and discuss custom α‑alkylproline derivatives tailored to your sequence.


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