tert-Butyl (R)-3-(iodomethyl)pyrrolidine-1-carboxylate

Name: tert-Butyl (R)-3-(iodomethyl)pyrrolidine-1-carboxylate
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CAS No. 1187932-69-9
Cat. No. CS-0005402
Purity≥95%
MDL No.MFCD08059332

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tert-Butyl (R)-3-(iodomethyl)pyrrolidine-1-carboxylate|CS-0005402

Structure of 1187932-69-9

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General Information

CAS No. 1187932-69-9
Cat. No. CS-0005402
Purity ≥95%
MDL No. MFCD08059332
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₈INO₂
Molecular Weight None
Synonym(s) tert-butyl (3R)-3-(iodomethyl)pyrrolidine-1-carboxylate
SMILES O=C(OC(C)(C)C)N(CC1)C[C@@H]1CI

Description

tert-Butyl (R)-3-(iodomethyl)pyrrolidine-1-carboxylate features a chiral pyrrolidine core with a bench-stable, moisture-tolerant tert-butyl ester and a reactive iodomethyl handle. This configuration enables selective alkylation in late-stage functionalization, particularly in the synthesis of bioactive heterocycles and pharmaceutical intermediates.

Application

tert-Butyl (R)-3-(iodomethyl)pyrrolidine-1-carboxylate serves as a versatile chiral building block for the synthesis of bioactive molecules, enabling efficient introduction of a stereodefined iodoalkyl moiety. Its bench-stable tert-butyl carbamate protection facilitates straightforward handling and purification, while the iodomethyl group supports diverse transformations including Suzuki-Miyaura coupling, nucleophilic substitution, and transition-metal-catalyzed cross-couplings. This compound functions effectively in the construction of complex heterocyclic scaffolds and peptidomimetics under standard synthetic conditions.

Safety Information

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GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: 1760
Class : 8	Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

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Computational Chemistry Data

TPSA 29.54
LogP 2.6784
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Iodide

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Key Words

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tert-Butyl (R)-3-(iodomethyl)pyrrolidine-1-carboxylate

CAS No. 1187932-69-9

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