Manufacturer: Hangzhou Royalchem Co.,LTD.

Website:  www.cnroyalchem.com

【  Providing a complete set of intermediates and impurities for  Elobixibat 】

【  Providing a complete set of intermediates and impurities for  Elobixibat 】

【  Providing a complete set of intermediates and impurities for  Elobixibat 】

Product Name

(R)-α-[N-(tert-Butoxycarbonylmethyl)carbamoyl]benzylamine   (Alternative names: (R)-N-[(1-Amino-1-phenylmethyl)carbamoyl]-N-(tert-butoxycarbonyl)methylamine; (R)-Boc-sarcosine benzylamine derivative)

CAS Registry Number:  439088-74-1
Molecular Formula:  C₁₅H₂₁N₃O₄
Molecular Weight:  307.35 g/mol

Structural Features

Core Structure:  Benzylamine group (phenyl-CH₂-NH₂) linked via its α-carbon to a carbamoyl group (-NHC(O)-).

Carbamoyl Substituent:  Modified sarcosine (N-methylglycine) derivative where the methyl group is replaced by a  tert-butoxycarbonyl (Boc) protected amino group :

-NHC(O)CH₂-N(Boc)  (Boc = tert-butyloxycarbonyl, -OC(O)C(CH₃)₃).

Chirality:  Contains a  stereogenic center  at the benzyl α-carbon, specified as the  (R)-enantiomer .

Functional Groups:  Primary amine (-NH₂), tertiary amide, carbamate (Boc group).

Key Characteristics

Chiral Building Block:  Primarily used as a  synthetic intermediate  in organic and medicinal chemistry, especially where enantioselectivity is critical (e.g., asymmetric synthesis of pharmaceuticals, bioactive molecules).

Protecting Groups:  Features both a Boc-protected secondary amine and a free primary amine (benzylamine NH₂):

The Boc group provides orthogonal protection, readily removable under  mild acidic conditions  (e.g., TFA, HCl in organic solvents).

The primary amine can be selectively reacted (e.g., acylation, alkylation, reductive amination) while the Boc group remains intact.

Peptidomimetic Potential:  The structure resembles a dipeptide or peptoid scaffold (Boc-N(CH₃)CH₂-C(O)-NH-CH(Ph)CH₂-NH₂), making it valuable for designing peptide analogs, enzyme inhibitors, or receptor ligands.

Precursor for Complex Molecules:  Serves as a starting point for synthesizing chiral diamines, amino alcohols, or larger heterocyclic systems incorporating the phenyl and protected glycine-like moiety. 

Physical Properties (Typical)

Appearance:  White to off-white crystalline solid or powder.

Solubility:  Soluble in common organic solvents (e.g., Dichloromethane (DCM), Chloroform, Ethyl Acetate, Dimethylformamide (DMF), Dimethyl Sulfoxide (DMSO)). Less soluble or insoluble in water and non-polar solvents like hexanes.

Stability:  Stable under standard laboratory conditions.  Moisture-sensitive . Sensitive to strong acids (deprotects Boc) and strong oxidizing agents.

Storage:  Store tightly sealed in a cool (2-8°C or lower), dry place, preferably under inert atmosphere (e.g., N₂ or Argon) to maximize shelf life. Protect from light and moisture. Typical shelf life: 1-2 years when stored properly.

Applications

Pharmaceutical Intermediates:  Key chiral synthon in the synthesis of potential drug candidates (e.g., kinase inhibitors, protease inhibitors, GPCR modulators).

Asymmetric Synthesis:  Building block for constructing enantiomerically pure natural products or complex molecules.

Medicinal Chemistry Research:  Tool for structure-activity relationship (SAR) studies, particularly in modifying peptide backbones or introducing chiral centers with aromatic character.

Chemical Biology:  Probe development or linker component in bioconjugation strategies (utilizing the primary amine).

Handling & Safety

Safety Data Sheet (SDS):  Consult the specific SDS provided by the supplier before handling.  

Hazards:  May cause skin/eye irritation. May be harmful if swallowed or inhaled. Dust may form explosive mixtures in air.

Precautions:

Use personal protective equipment (PPE): lab coat, safety glasses, gloves (nitrile recommended).

Handle in a well-ventilated area, preferably a fume hood.

Avoid contact with skin, eyes, and clothing. Avoid breathing dust/vapors.

Avoid strong acids, strong bases, and strong oxidizing agents.

Disposal:  Dispose of waste according to local, regional, national, and international regulations. Incineration or hazardous waste disposal services are typical.