rel-(3aS,6aS)-tert-Butyl hexahydropyrrolo[3,4-b]pyrrole-1(2H)-carboxylate

Name: rel-(3aS,6aS)-tert-Butyl hexahydropyrrolo[3,4-b]pyrrole-1(2H)-carboxylate
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CAS No. 1018443-32-7
Cat. No. CS-0058605
Purity≥98%
MDL No.MFCD12198661

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rel-(3aS,6aS)-tert-Butyl hexahydropyrrolo[3,4-b]pyrrole-1(2H)-carboxylate|CS-0058605

Structure of 1018443-32-7

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General Information

CAS No. 1018443-32-7
Cat. No. CS-0058605
Purity ≥98%
MDL No. MFCD12198661
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₂₀N₂O₂
Molecular Weight 212.29
Synonym(s) tert-butyl (3aS,6aS)-rel-octahydropyrrolo[2,3-c]pyrrole-1-carboxylate
SMILES O=C(OC(C)(C)C)N1[C@@]2([H])[C@@](CNC2)([H])CC1

Description

This bench-stable, moisture-tolerant tert-butyl ester features a rigid, electron-rich pyrrolidine core ideal for constructing complex heterocycles. The stereodefined (3aS,6aS) configuration ensures high diastereoselectivity in downstream transformations, enabling efficient access to bioactive scaffolds through selective functionalization.

Application

rel-(3aS,6aS)-tert-Butyl hexahydropyrrolo[3,4-b]pyrrole-1(2H)-carboxylate serves as a stereochemically defined building block for the synthesis of complex nitrogen-containing heterocycles. Its stable, bench-ready form facilitates straightforward functionalization and enables efficient access to pharmaceutically relevant scaffolds through standard coupling and reduction protocols. The tert-butyl carbamate group provides orthogonal protection, enhancing utility in multi-step syntheses.

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 1.2152
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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rel-(3aS,6aS)-tert-Butyl hexahydropyrrolo[3,4-b]pyrrole-1(2H)-carboxylate

CAS No. 1018443-32-7

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