Rel-(3aR,5R,6aS)-tert-Butyl 5-hydroxyhexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate

Name: Rel-(3aR,5R,6aS)-tert-Butyl 5-hydroxyhexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate
Brand: ChemScene
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CAS No. 912563-45-2
Cat. No. CS-0057195
Purity≥95%
MDL No.MFCD28119002

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Rel-(3aR,5R,6aS)-tert-Butyl 5-hydroxyhexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate|CS-0057195

Structure of 912563-45-2

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Description

This bicyclic scaffold features a hydroxylated cyclopentapyrrole core with a tert-butyl ester handle, offering enhanced stability and solubility in polar organic media. The stereochemistry at the 3a,5,6a positions enables precise control in asymmetric synthesis, facilitating efficient access to complex heterocyclic frameworks through selective transformations.

Application

(3aR,5R,6aS)-tert-Butyl 5-hydroxyhexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate serves as a stereochemically defined building block for the synthesis of nitrogen-containing heterocycles. The pendant hydroxyl group enables selective derivatization, while the tert-butyl carbamate provides protection and enhanced solubility. It functions reliably in standard coupling and reduction protocols, offering robust bench stability and ease of purification—ideal for iterative synthesis of complex scaffolds in medicinal chemistry workflows.

General Information

CAS No. 912563-45-2
Cat. No. CS-0057195
Purity ≥95%
MDL No. MFCD28119002
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₂₁NO₃
Molecular Weight 227.30
Synonym(s) (Meso-3aR,5r,6aS)-tert-butyl 5-hydroxyhexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate
SMILES O=C(N1C[C@]2([H])[C@](C[C@H](O)C2)([H])C1)OC(C)(C)C

Computational Chemistry Data

TPSA 49.77
LogP 1.6242
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

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-P304+P340-P330-P362-P405-P501

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Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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Rel-(3aR,5R,6aS)-tert-Butyl 5-hydroxyhexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate

CAS No. 912563-45-2

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