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

Name: (2R,4S)-1-tert-Butyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 135042-17-0
Cat. No. CS-W018668
Purity≥98%
MDL No.MFCD09954932

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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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(2R,4S)-1-tert-Butyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate|CS-W018668

Structure of 135042-17-0

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General Information

CAS No. 135042-17-0
Cat. No. CS-W018668
Purity ≥98%
MDL No. MFCD09954932
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₉NO₅
Molecular Weight 245.27
Synonym(s) None
SMILES O=C(OC(C)(C)C)N1[C@H](C[C@@H](C1)O)C(OC)=O

Description

This chiral pyrrolidine derivative features a tert-butyl-protected amine and a hydroxyl group at the 4-position, enabling selective functionalization in asymmetric synthesis. The stereochemistry at the 2 and 4 positions ensures high diastereoselectivity in cyclization and coupling reactions.

Application

(2R,4S)-1-tert-Butyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate serves as a stereochemically defined pyrrolidine building block for the synthesis of bioactive molecules. The hydroxyl group enables direct functionalization or derivatization, while the tert-butyl and methyl ester groups offer stability and orthogonal deprotection options. This scaffold facilitates efficient access to complex heterocyclic frameworks in medicinal chemistry campaigns, particularly in the development of peptidomimetics and kinase inhibitors.

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 76.07
LogP 0.5297
H_Acceptors 5
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Life Science Amino Acids and their Derivatives Proline and derivatives

Life Science ADC Related Compound Non-cleavable linker

Building Blocks Functional Group Boc

Building Blocks Functional Group Alcohol

Building Blocks Functional Group Ester

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Antibody-Drug Conjugates (ADC) Preparation Research Reagents Cross-Linkers

Biochemistry Pharmaceutical Development and Drug Discovery Research Antibody-Drug Conjugates (ADC) Preparation Research Reagents Cross-Linkers

Biochemistry Biochemicals and Reagents Antibody-Drug Conjugates (ADC) Preparation Research Reagents Cross-Linkers

Key Words

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

CAS No. 135042-17-0

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