(S)-tert-Butyl 2-(hydroxymethyl)-2,5-dihydro-1H-pyrrole-1-carboxylate

Name: (S)-tert-Butyl 2-(hydroxymethyl)-2,5-dihydro-1H-pyrrole-1-carboxylate
Brand: ChemScene
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CAS No. 205444-34-4
Cat. No. CS-0162087
Purity≥97%
MDL No.MFCD18074315

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(S)-tert-Butyl 2-(hydroxymethyl)-2,5-dihydro-1H-pyrrole-1-carboxylate|CS-0162087

Structure of 205444-34-4

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General Information

CAS No. 205444-34-4
Cat. No. CS-0162087
Purity ≥97%
MDL No. MFCD18074315
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₇NO₃
Molecular Weight 199.25
Synonym(s) 2-Methyl-2-propanyl (2S)-2-(hydroxymethyl)-2,5-dihydro-1H-pyrrole-1-carboxylate
SMILES O=C(N1[C@H](CO)C=CC1)OC(C)(C)C

Description

(S)-tert-Butyl 2-(hydroxymethyl)-2,5-dihydro-1H-pyrrole-1-carboxylate is a chiral pyrroline derivative featuring a bench-stable hydroxymethyl group and a protected amine. This configurationally stable scaffold integrates readily into complex heterocyclic architectures, enabling efficient access to bioactive nitrogen-containing frameworks in medicinal chemistry and natural product synthesis.

Application

(S)-tert-Butyl 2-(hydroxymethyl)-2,5-dihydro-1H-pyrrole-1-carboxylate serves as a versatile chiral building block for the synthesis of pyrrolidine-based scaffolds. The hydroxymethyl group enables selective functionalization, while the protected pyrroline core exhibits excellent bench stability and compatibility with standard coupling and reduction protocols. This intermediate facilitates efficient access to biologically relevant heterocycles through straightforward deprotection and transformation sequences.

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-H317
Precautionary Statements : P261-P264-P270-P272-P280-P302+P352-P330-P362+P364-P501

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Computational Chemistry Data

TPSA 49.77
LogP 1.1542
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrroline compounds

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(S)-tert-Butyl 2-(hydroxymethyl)-2,5-dihydro-1H-pyrrole-1-carboxylate

CAS No. 205444-34-4

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