The pharmaceutical industry thrives on the precise synthesis of complex molecules, with chemical intermediates playing a foundational role. Among these, (1S,4R)-4-Amino-2-cyclopentene-1-methanol D-hydrogen tatrate (CAS 229177-52-0) is a significant compound, primarily recognized for its application in the manufacturing of Abacavir, a crucial antiviral medication. This deep dive aims to provide R&D scientists, chemists, and procurement specialists with a comprehensive understanding of this vital intermediate, including its chemical properties, synthesis routes, and importance in drug development.

Chemical Structure and Properties: The Foundation of Efficacy

(1S,4R)-4-Amino-2-cyclopentene-1-methanol D-hydrogen tatrate is a chiral molecule characterized by a cyclopentene ring bearing an amino group at the 4-position and a hydroxymethyl group at the 1-position, complexed with D-tartaric acid. This specific stereochemical configuration, (1S,4R)-cis, is not merely a detail but a critical determinant of its function. The D-hydrogen tatrate salt form enhances its stability and ease of handling, typically presenting as a white solid. Its purity, often specified at 99.0% or higher, is essential for downstream pharmaceutical synthesis, ensuring minimal interference from impurities in the complex process of creating Active Pharmaceutical Ingredients (APIs).

Synthesis Pathways: From Precursors to Product

The manufacturing of (1S,4R)-4-Amino-2-cyclopentene-1-methanol D-hydrogen tatrate involves multi-step organic synthesis. Key stages typically include:

  • Cyclopentene Ring Formation: Constructing the core cyclopentene structure, often utilizing stereoselective methods to achieve the desired cis-configuration.
  • Amination: Introducing the amine functional group at the correct position and stereochemistry.
  • Salt Formation: Reacting the amine intermediate with D-tartaric acid under controlled conditions to produce the final tartrate salt, followed by purification and crystallization.

Manufacturers focus on optimizing reaction yields, enantiomeric excess, and overall process efficiency to ensure a high-quality, cost-effective product. Understanding these synthesis nuances is beneficial for buyers looking to assess a supplier's capabilities.

The Critical Role in Pharmaceutical Manufacturing

As an indispensable intermediate for Abacavir, this compound is a testament to the intricate science behind modern medicine. Abacavir, a nucleoside analog reverse transcriptase inhibitor, is a cornerstone in the treatment of HIV/AIDS. The intermediate's precise structure allows for its conversion into the final API, which then effectively targets and inhibits the viral enzyme responsible for HIV replication. Therefore, sourcing high-purity (1S,4R)-4-Amino-2-cyclopentene-1-methanol D-hydrogen tatrate from a reliable manufacturer like NINGBO INNO PHARMCHEM CO.,LTD. is a critical step in the supply chain for this life-saving medication.

When procuring this vital intermediate, buyers should always prioritize:

  • Supplier Reputation: Choose manufacturers with a proven track record in producing pharmaceutical intermediates.
  • Quality Documentation: Ensure access to comprehensive Certificates of Analysis (CoA) and Safety Data Sheets (SDS).
  • Consistent Supply: Establish a relationship with a supplier who can guarantee consistent quality and availability, especially for bulk requirements.

In essence, (1S,4R)-4-Amino-2-cyclopentene-1-methanol D-hydrogen tatrate is more than just a chemical; it's a building block that enables the creation of vital therapeutic agents. Its reliable sourcing is crucial for the pharmaceutical industry's mission to combat viral diseases.