1-tert-Butyl 2-methyl (2R,4S)-4-(hydroxymethyl)pyrrolidine-1,2-dicarboxylate

Name: 1-tert-Butyl 2-methyl (2R,4S)-4-(hydroxymethyl)pyrrolidine-1,2-dicarboxylate
Brand: ChemScene
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CAS No. 1638743-95-9
Cat. No. CS-0184902
Purity≥98%
MDL No.None

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1-tert-Butyl 2-methyl (2R,4S)-4-(hydroxymethyl)pyrrolidine-1,2-dicarboxylate|CS-0184902

Structure of 1638743-95-9

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General Information

CAS No. 1638743-95-9
Cat. No. CS-0184902
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₂₁NO₅
Molecular Weight 259.30
Synonym(s) None
SMILES O=C(N1[C@@H](C(OC)=O)C[C@H](CO)C1)OC(C)(C)C

Description

This pyrrolidine derivative features a chiral scaffold with defined stereochemistry at the 2R,4S positions, enabling precise control in asymmetric synthesis. The tert-butyl and methyl ester groups enhance solubility and stability, while the hydroxymethyl side chain provides a handle for downstream functionalization. Ideal for constructing complex heterocyclic frameworks in medicinal chemistry and natural product synthesis.

Application

1-tert-Butyl 2-methyl (2R,4S)-4-(hydroxymethyl)pyrrolidine-1,2-dicarboxylate serves as a stereochemically defined pyrrolidine building block for medicinal chemistry and natural product synthesis. The (2R,4S) configuration provides predictable reactivity in asymmetric synthesis, while the protected amine and ester functionalities enable orthogonal transformations. The hydroxymethyl group facilitates further functionalization via oxidation or coupling reactions. Bench-stable and readily purified by chromatography, it functions effectively in standard peptide and heterocyclic scaffold elaboration workflows.

Safety Information

Download SDS

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 76.07
LogP 0.7773
H_Acceptors 5
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Functional Group Ester

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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1-tert-Butyl 2-methyl (2R,4S)-4-(hydroxymethyl)pyrrolidine-1,2-dicarboxylate

CAS No. 1638743-95-9

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