D-Alanine Methyl Ester Hydrochloride CAS 14316-06-4 Purity 98%percent White to Off-White Crystalline Powder Peptide Synthesis Building Block Pharma In

1. Product Overview

D-Alanine Methyl Ester Hydrochloride, CAS 14316-06-4, also known as H-D-Ala-OMe·HCl or Methyl (R)-2-aminopropionate hydrochloride, is the D-enantiomer of alanine methyl ester hydrochloride with molecular formula C4H9NO2·HCl (C4H10ClNO2) and MW 139.58 g/mol. It appears as white to off-white or grayish white crystalline powder, melting point 108–110 degrees Celsius (lit.), freely soluble in water (~100 mg/mL), soluble in methanol and DMSO, slightly soluble in ether. The compound has specific rotation [alpha]20/D approximately minus 8 degrees (c=1–2 in methanol), confirming the D-configuration (R-form). As a protected amino acid ester hydrochloride, it is a standard building block for solid-phase peptide synthesis (SPPS), introducing D-alanine residues into bioactive peptides, and serves as a pharmaceutical intermediate for D-amino-acid-containing APIs. It is hygroscopic and moisture-sensitive; stored dry under inert atmosphere, typically at 2–8 degrees Celsius.

2. Key Features and Advantages

• Chiral D-Enantiomer Purity — ≥98% HPLC with defined optical rotation minus 6 to minus 9 degrees in methanol, suitable for stereoselective peptide assembly.

• Peptide-Ready Ester HCl — Methyl ester hydrochloride form stabilizes the amino group for Fmoc/Boc SPPS; readily couples with activated carboxylates or resin-bound acids.

• High Solubility — Freely water-soluble enabling aqueous-phase couplings and easy workup in peptide protocols.

• Multiple Grades — Reagent 98–99% HPLC for research; pharma intermediate 98–99% non-GMP; GMP API-grade on custom request.

3. Main Applications

Used in amino acid and pharma sectors: Peptide Synthesis (solid-phase peptide synthesis SPPS building block to introduce D-alanine into antimicrobial peptides, hormone analogs, and bioactive sequences; standard for Fmoc-D-Ala-OMe·HCl or Boc-D-Ala-OMe·HCl protocols); Pharmaceutical Intermediates (D-amino acid ester scaffold for APIs requiring D-Ala motif e.g. vancomycin-related glycopeptides, beta-lactam side chains, D-peptide drugs); Medicinal Chemistry (D-amino acid incorporation to enhance metabolic stability and protease resistance in peptide therapeutics); Custom Synthesis (mg–kg scale amino acid esters for CRO/CDMO pipelines, inquire-only; also as chiral reference for HPLC amino acid analysis); Cosmetic R&D (peptide-based actives using D-Ala for skin-penetrating sequences).

4. Technical Specifications

5. Storage and Handling

• Storage Conditions: Store in a cool, dry place under inert atmosphere N2 or Ar, in tightly sealed desiccated containers. Recommended: 2–8 degrees Celsius refrigerator for reagent; –20 degrees Celsius for long term; keep away from moisture. For bulk: 25 kg fiber drum with PE liner, stored <25°C RH <60%, sealed.

• Packaging Options: Reagent: 100 mg / 500 mg / 1 g / 5 g / 25 g / 100 g amber vials with desiccant under Ar; Bulk: 1 kg / 5 kg / 25 kg fiber drums with PE inner; custom kg–100 kg on inquiry.

• Shelf Life: ≥24 months unopened at 2–8°C under dry seal; once opened reseal tightly and use promptly to limit hygroscopy.

• Handling Precautions: Handle in fume hood with gloves and goggles; avoid inhalation of fine powder. Keep dry; use desiccator when weighing. Incompatible with strong bases, oxidizing agents; moisture causes HCl release and ester hydrolysis.

6. Safety Overview

GHS pictograms GHS07 Exclamation. Signal Word Warning. Hazard statements H315 causes skin irritation, H319 causes eye irritation, H335 may cause respiratory irritation. Precautionary P261 P280 P302+P352 P305+P351+P338. Irritant to skin/eyes/respiratory tract; hygroscopic HCl salt may release trace HCl in moist air. Acute toxicity low–moderate for amino acid esters; oral LD50 not reported but treat as irritant. Transport not DG in small packs; bulk may be UN 2922 Class 8 PG III if classified corrosive. WGK Germany 3. Customs 29224999. For research/pharma intermediate only; dispose as organic irritant hazardous waste. Skin: wash soap/water; eyes: rinse 15 min + medical aid; inhalation: fresh air.