rel-(3R,4S)-tert-Butyl 3-allyl-4-hydroxypyrrolidine-1-carboxylate

Name: rel-(3R,4S)-tert-Butyl 3-allyl-4-hydroxypyrrolidine-1-carboxylate
Brand: ChemScene
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CAS No. 120871-72-9
Cat. No. CS-W001334
Purity≥95%
MDL No.MFCD23099063

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FedEx Limited Quantities Ground	$0.00
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rel-(3R,4S)-tert-Butyl 3-allyl-4-hydroxypyrrolidine-1-carboxylate|CS-W001334

Structure of 120871-72-9

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General Information

CAS No. 120871-72-9
Cat. No. CS-W001334
Purity ≥95%
MDL No. MFCD23099063
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₂₁NO₃
Molecular Weight 227.30
Synonym(s) tert-butyl (3,4)-Trans-3-allyl-4-hydroxypyrrolidine-1-carboxylate raceMate
SMILES C=CC[C@@H]1CN(C[C@H]1O)C(=O)OC(C)(C)C

Description

rel-(3R,4S)-tert-Butyl 3-allyl-4-hydroxypyrrolidine-1-carboxylate features a stereochemically defined pyrrolidine core with a pendant allyl group and a hydroxyl-bearing stereocenter. This bench-stable scaffold enables direct incorporation into complex molecular architectures via transition-metal-catalyzed coupling or selective oxidation protocols.

Application

rel-(3R,4S)-tert-Butyl 3-allyl-4-hydroxypyrrolidine-1-carboxylate serves as a versatile chiral building block for the synthesis of pyrrolidine-containing scaffolds. The allyl group enables efficient post-functionalization via Pd-catalyzed reactions, while the hydroxyl and carbamate functionalities offer orthogonal handles for selective derivatization. Its bench-stable nature and compatibility with standard synthetic protocols facilitate streamlined access to bioactive heterocycles and medicinal chemistry intermediates.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 49.77
LogP 1.7903
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Functional Group Olefins

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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rel-(3R,4S)-tert-Butyl 3-allyl-4-hydroxypyrrolidine-1-carboxylate

CAS No. 120871-72-9

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