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Cis-4-Hydroxy-D-Proline Hydrochloride

Chemical Formula: C5H10ClNO3
CAS: 77449-94-6

Cis-4-Hydroxy-D-Proline Hydrochloride (C5H10ClNO3) is a white to off-white solid, belonging to the amino acid derivative family, and plays an important role in peptide synthesis, pharmaceutical intermediates, and the development of chiral building blocks. Due to its cis configuration and unique hydroxyl substitution properties, Cis-4-Hydroxy-D-Proline Hydrochloride can serve as a key fragment for highly selective reactions and is widely used in pharmaceutical research and development and fine chemical industries.
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Cis-4-Hydroxy-D-Proline Hydrochloride Basic Properties

  • Molecular Formula: C5H10ClNO3

  • Appearance: White to off-white solid

  • Molecular Weight: 167.591

  • Melting Point: 114-116 °C

  • Storage Conditions: Inert atmosphere, room temperature

  • Solubility: Easily soluble in water, slightly soluble in methanol, insoluble in nonpolar solvents

  • Package Information: 500g, 5kg, or customized

Cis-4-Hydroxy-D-Proline Hydrochloride Key Features

Excellent chiral purity

Cis-4-hydroxy-d-proline hydrochloride has a well-defined D-configuration, which can be used to construct chiral centers, making it particularly suitable for the development of drug intermediates with high stereoselectivity requirements.

Excellent water solubility

It exhibits excellent solubility in water and some polar solvents, making it easy to integrate into various reaction systems such as condensation, protection-deprotection, and esterification.

Cis configuration

The stereoconfiguration between the cis-4-hydroxyl group and the amino group is suitable for synthesizing polypeptide fragments with specific conformations, catalyst ligands, or conformationally restricted small molecules.

Low toxicity

As an amino acid derivative, C5H10ClNO3 has high safety and can be used in both reagent-grade and pharmaceutical-grade routes, making it suitable for structure optimization, lead compound development, and drug synthesis.

Cis-4-Hydroxy-D-Proline Hydrochloride Main Applications

Pharmaceutical intermediates

Their cis-hydroxyl group and D-configuration make them key chiral fragments in certain anti-infective drugs, enzyme inhibitors, and small molecule lead frameworks.

Chiral reagents

In asymmetric synthesis, C5H10ClNO3 can be used as a chiral source, chiral auxiliaries, or an important bridging group to construct more complex molecular skeletons.

Protein structure simulation

Used to simulate protein regions containing Hyp (Hydroxyproline) structures, aiding in the study of the relationship between peptide chain folding, stability, and bioactive structure.

Peptide synthesis

Cis-4-hydroxy-d-proline hydrochloride is an important building block for synthesizing polypeptide fragments containing hydroxyproline structures. It is commonly used in the development of drug peptides, modified peptide chains, and peptide structures with specific conformations.

Precautions

  1. Cis-4-hydroxy-d-proline hydrochloride is prone to absorbing moisture and clumping under high humidity conditions, which affects the accuracy of weighing and the consistency of the reaction. Therefore, it should be stored in a humid environment.

  2. It is recommended to store it in a sealed container in a cool place to prevent decomposition or photodegradation, especially for long-term storage, which requires refrigeration or low-temperature preservation (depending on the purity grade).

  3. They may be oxidized in strong oxidizing agents (such as peroxides and nitric acid) and must be stored separately.

  4. To avoid inhaling dust during operation, it is recommended to wear a mask and protective gloves.

  5. If the substance accidentally comes into contact with skin or eyes, rinse thoroughly with water immediately to prevent irritation. Seek medical attention as soon as possible if any discomfort occurs.

FAQ

1. Is cis-4-hydroxy-d-proline hydrochloride suitable for solid-phase peptide synthesis (SSPS)?

Yes. Its water solubility and high reactivity compatibility allow it to be used as a hydride derivative in both solid-phase and liquid-phase peptide synthesis routes.


2. Does C5H10ClNO3 require low-temperature storage?

Standard research-grade C5H10ClNO3 can be stored in a cool, dry place. However, for high-purity pharmaceutical-grade C5H10ClNO3, low temperatures (2-8°C) can slow down degradation and improve batch stability.


3. Is it photosensitizing?

Cis-4-hydroxy-d-proline hydrochloride is slightly photosensitizing. Prolonged exposure to strong light may cause color changes or slight degradation. It is recommended to store it away from light.


4. What is the molecular weight of cis-4-hydroxy-d-proline hydrochloride?

Its molecular weight is 167.591.


5. What is the melting point of cis-4-hydroxy-d-proline hydrochloride?

The melting point is 114-116℃.


We are a professional Cis-4-Hydroxy-D-Proline Hydrochloride supplier. For more information or to purchase Cis-4-Hydroxy-D-Proline Hydrochloride(C5H10ClNO3), please feel free to contact us via jomin@wolfabio.com.

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