tert-Butyl (3R)-3-formylpyrrolidine-1-carboxylate

Name: tert-Butyl (3R)-3-formylpyrrolidine-1-carboxylate
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CAS No. 191347-94-1
Cat. No. CS-0048573
Purity≥96%
MDL No.None

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tert-Butyl (3R)-3-formylpyrrolidine-1-carboxylate|CS-0048573

Structure of 191347-94-1

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General Information

CAS No. 191347-94-1
Cat. No. CS-0048573
Purity ≥96%
MDL No. None
Storage -20°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₇NO₃
Molecular Weight 199.25
Synonym(s) tert-butyl (R)-3-formylpyrrolidine-1-carboxylate
SMILES CC(C)(C)OC(=O)N1CC[C@H](C1)C=O

Description

tert-Butyl (3R)-3-formylpyrrolidine-1-carboxylate features a chiral pyrrolidine core with a formyl group at the 3-position, enabling direct functionalization in asymmetric synthesis. The tert-butyl ester serves as a stable, bench-ready handle for subsequent deprotection and coupling reactions. This configuration supports efficient access to complex nitrogen-containing scaffolds in medicinal chemistry and natural product synthesis.

Application

tert-Butyl (3R)-3-formylpyrrolidine-1-carboxylate serves as a chiral building block for the synthesis of bioactive heterocycles, enabling efficient access to pyrrolidine-based scaffolds via reductive amination, Mannich reactions, and conjugate additions. Its formyl group offers high functional group tolerance and compatibility with standard coupling protocols, while the tert-butoxycarbonyl group provides robust protection and ease of removal under mild acidic conditions. The stereochemical integrity at the 3R position ensures reliable asymmetric synthesis in medicinal chemistry workflows.

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
Precautionary Statements : P261-P280-P304+P340-P405-P501

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Computational Chemistry Data

TPSA 46.61
LogP 1.4423
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Aldehyde

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Key Words

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tert-Butyl (3R)-3-formylpyrrolidine-1-carboxylate

CAS No. 191347-94-1

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