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(3aR,6aR)-1-Methyloctahydropyrrolo[3,4-b]pyrrole

  • CAS No. 1353644-77-5

  • Cat. No. CS-0112643
  • Purity≥97%
  • MDL No.MFCD11656776

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

(3aR,6aR)-1-Methyloctahydropyrrolo[3,4-b]pyrrole|CS-0112643

Structure of 1353644-77-5

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General Information

  • CAS No. 1353644-77-5
  • Cat. No. CS-0112643
  • Purity ≥97%
  • MDL No. MFCD11656776
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₄N₂
  • Molecular Weight 126.20
  • Synonym(s) (3aR,6aR)-1-Methyl-hexahydropyrrolo[3,4-b]pyrrole
  • SMILES CN1[C@](CNC2)([H])[C@]2([H])CC1

Description

This bicyclic amine features a rigid, nitrogen-rich scaffold with defined stereochemistry at the 3a and 6a positions, offering enhanced conformational stability. The methyl group at the 1-position provides steric shielding, improving metabolic resistance and solubility in organic media. Ideal for asymmetric synthesis and as a chiral auxiliary in medicinal chemistry applications.

Application

(3aR,6aR)-1-Methyloctahydropyrrolo[3,4-b]pyrrole serves as a stereochemically defined, saturated heterocyclic building block with predictable reactivity in synthetic routes to bioactive molecules. Its rigid, polycyclic framework provides structural diversity and conformational restraint, enabling efficient incorporation into complex scaffolds via standard functionalization protocols. Bench-stable and compatible with diverse reaction conditions, it facilitates the construction of pharmaceutically relevant architectures with high stereoselectivity.

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-H332-H335
Precautionary Statements : P233-P260-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P340-P362-P403-P405-P501

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Computational Chemistry Data

  • TPSA   15.27
  • LogP   -0.0901
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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