tert-Butyl (3R,4R)-3-hydroxy-4-(hydroxymethyl)pyrrolidine-1-carboxylate

Name: tert-Butyl (3R,4R)-3-hydroxy-4-(hydroxymethyl)pyrrolidine-1-carboxylate
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CAS No. 635319-09-4
Cat. No. CS-0048566
Purity≥97%
MDL No.None

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tert-Butyl (3R,4R)-3-hydroxy-4-(hydroxymethyl)pyrrolidine-1-carboxylate|CS-0048566

Structure of 635319-09-4

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Description

tert-Butyl (3R,4R)-3-hydroxy-4-(hydroxymethyl)pyrrolidine-1-carboxylate is a stereochemically defined pyrrolidine derivative featuring contiguous hydroxyl groups in a rigid 1,3-trans configuration. This bench-stable building block integrates readily into complex molecular architectures, offering precise control over stereocenters during synthesis. The tert-butyl ester facilitates protection and subsequent cleavage under mild acidic conditions.

Application

tert-Butyl (3R,4R)-3-hydroxy-4-(hydroxymethyl)pyrrolidine-1-carboxylate serves as a stereochemically defined pyrrolidine building block for medicinal chemistry and natural product synthesis. Its diol functionality enables selective protection strategies and facilitates downstream transformations such as oxidation, glycosylation, or coupling reactions. The tert-butyl carbamate group offers bench stability and ease of removal under mild acidic conditions, making it ideal for iterative synthetic sequences in API development.

General Information

CAS No. 635319-09-4
Cat. No. CS-0048566
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₉NO₄
Molecular Weight 217.26
Synonym(s) BSTWKRUNXOFBPE-SFYZADRCSA-N
SMILES CC(C)(C)OC(=O)N1C[C@H](O)[C@@H](CO)C1

Computational Chemistry Data

TPSA 70
LogP 0.2065
H_Acceptors 4
H_Donors 2
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-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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Other Classifications

Building Blocks Functional Group Alcohol

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,4R)-3-hydroxy-4-(hydroxymethyl)pyrrolidine-1-carboxylate

CAS No. 635319-09-4

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