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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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.

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

Computational Chemistry Data

TPSA 46.61
LogP 1.4423
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

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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Other Classifications

Building Blocks Functional Group Aldehyde

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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

CAS No. 191347-94-1

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