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L-Serine benzyl ester hydrochloride
1. Basic Information
Name: L-Serine benzyl ester hydrochloride
CAS No.: 60022-62-0
Molecular Formula: C10H14ClNO3
Molecular Weight: 231.68
Category: Chiral amino acid derivative peptide synthesis intermediate
2. Physical and Chemical Properties
Physical Properties
- Appearance: White crystalline powder
- Odor: Odorless, slight acidic taste
- Solubility: Soluble in methanol, ethanol, water; slightly soluble in acetone; insoluble in ethyl acetate and alkanes
- Melting Range: 162–166 °C
- Hygroscopy: Slightly hygroscopic under high humidity
- Aqueous Property: Acidic aqueous solution due to hydrochloride salt
Chemical Properties
- Molecular Structure: L-serine protected with benzyl ester at carboxyl group, forming hydrochloride salt with amino group
- Amino Group Reactivity: Primary amine can carry out acylation, Boc/Fmoc protection, peptide coupling reactions
- Hydroxyl Group Activity: Side chain hydroxyl available for silylation, esterification protection
- Ester Hydrolysis: Benzyl ester stable under neutral mild conditions; hydrolyzed under strong acid/alkali heating to release L-serine
- Thermal Stability: Stable below 100 °C; long-time high temperature leads to partial debenzylation and decomposition
- Photostability: Moderately light-sensitive; long UV exposure causes slight yellow discoloration
- Compatibility: Compatible with common peptide synthesis solvents; incompatible with strong alkali, strong oxidants
3. Main Application Fields
1. Peptide Synthetic Intermediate (Core Application)
Key building block for solid/liquid phase peptide synthesis; benzyl ester acts as carboxyl protecting group for serine-containing polypeptide preparation
2. Chiral Pharmaceutical Intermediate
Raw material for serine-based chiral drugs and small molecule enzyme inhibitors
3. HPLC Chiral Reference Standard
Reference substance for amino acid derivative purity detection
4. Quality Specification Table
| Test Item | Standard Specification |
| CAS Number | 60022-62-0 |
| Molecular Formula | C10H14ClNO3 |
| Appearance | Uniform white crystalline powder without foreign impurities |
| HPLC Purity | Peptide Grade ≥99.0% |
| Optical Rotation [α]D20 | -8.0 ~ -10.0 (c=1, MeOH) |
| Water Content (KF) | ≤0.30% |
| Residue on Ignition | ≤0.10% |
| Single Unknown Impurity | ≤0.10% |
| Heavy Metals (Pb) | ≤10 ppm |
| Packaging | Nitrogen-purged amber vacuum aluminum foil bags / PE-lined fiber drums |
| Storage Condition | Hermetically sealed cool dark warehouse below 25 °C; isolate from moisture, light and alkaline reagents |
| Transportation Requirement | Hygroscopic chiral amino acid salt solid, moisture-proof light-proof sealed packaging |
| Shelf Life | 24 months under nitrogen-filled vacuum sealed storage |
Safety Warning
Mild irritant amino acid hydrochloride powder. Dust irritates eyes and respiratory tract. All operations shall be performed in ventilated fume hoods with dust respirators and chemical-resistant safety gloves. Airtight storage to prevent moisture absorption. Waste liquid can be neutralized and recycled for solvent recovery; solid waste belongs to general organic chemical waste and disposed by licensed hazardous waste institutions.
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