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Benzyl (5R)-5-methyl-1,4-diazepane-1-carboxylate

  • CAS No. 1001401-60-0

  • Cat. No. CS-0049883
  • Molecule weight248.32
  • Purity≥98%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

Benzyl (5R)-5-methyl-1,4-diazepane-1-carboxylate|CS-0049883

Structure of 1001401-60-0

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General Information

  • CAS No. 1001401-60-0
  • Cat. No. CS-0049883
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₀N₂O₂
  • Molecular Weight 248.32
  • Synonym(s) 1H-1,4-Diazepine-1-carboxylic acid, hexahydro-5-Methyl-, phenylMethyl ester, (5R)-
  • SMILES C[C@@H]1CCN(CCN1)C(=O)OCC1=CC=CC=C1

Description

Benzyl (5R)-5-methyl-1,4-diazepane-1-carboxylate features a chiral 1,4-diazepane core with a methyl group at the 5-position and a benzyl ester handle. This configuration imparts enhanced stability and solubility in organic media, enabling efficient incorporation into peptide and small-molecule scaffolds. The benzylic carbonyl serves as a tunable synthetic intermediate for late-stage functionalization.

Application

Benzyl (5R)-5-methyl-1,4-diazepane-1-carboxylate serves as a versatile chiral building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. The protected 1,4-diazepane core exhibits favorable stability and functional group tolerance, enabling straightforward transformations such as deprotection, alkylation, and coupling reactions. Its stereochemistry at C5 ensures predictable reactivity in asymmetric synthesis, making it well-suited for medicinal chemistry campaigns requiring defined stereogenic centers.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   41.57
  • LogP   2.007
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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