cis-tert-Butyl 5-oxohexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate

Name: cis-tert-Butyl 5-oxohexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate
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CAS No. 146231-54-1
Cat. No. CS-W005946
Purity≥95%
MDL No.None

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cis-tert-Butyl 5-oxohexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate|CS-W005946

Structure of 146231-54-1

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General Information

CAS No. 146231-54-1
Cat. No. CS-W005946
Purity ≥95%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₉NO₃
Molecular Weight 225.28
Synonym(s) tert-butyl cis-5-oxo-octahydrocyclopenta[c]pyrrole-2-carboxylate
SMILES O=C(N1C[C@]2([H])[C@](CC(C2)=O)([H])C1)OC(C)(C)C

Description

cis-tert-Butyl 5-oxohexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate is a sterically encumbered, bench-stable heterocyclic scaffold featuring a ketone at the C5 position and a protected pyrroline nitrogen. This configuration enables direct functionalization in late-stage synthesis of complex alkaloids and bioactive molecules.

Application

cis-tert-Butyl 5-oxohexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate serves as a versatile, bench-stable building block for the synthesis of nitrogen-containing heterocycles. The molecule features a protected pyrrolidine core with a ketone at C5 and a tert-butyl ester, enabling selective transformations under mild conditions. Its stereochemistry is well-defined and stable, facilitating use in iterative functionalization and as a scaffold for medicinal chemistry campaigns requiring cyclic amine derivatives.

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 46.61
LogP 1.8324
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Ketone

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

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cis-tert-Butyl 5-oxohexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate

CAS No. 146231-54-1

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