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

Name: tert-Butyl (3R,4R)-3-hydroxy-4-(hydroxymethyl)pyrrolidine-1-carboxylate
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 635319-09-4
Cat. No. CS-0048566
Purity≥97%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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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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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

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.

Synthesis

Route1
- 635319-08-3
- ~92%
- In-stock
  
  635319-09-4
References
- ALBERT EINSTEIN COLLEGE OF MEDICINE OF YESHIVA UNIVERSITY; INDUSTRIAL RESEARCH LIMITED Patent: WO2004/18496 A1, 2004 ; Location in patent: Page 23-24 ; WO 2004/018496 A1
Route2
- 253129-03-2
- In-stock
  
  24424-99-5
- ~99%
- In-stock
  
  635319-09-4
References
- INDUSTRIAL RESEARCH LIMITED; ALBERT EINSTEIN COLLEGE OF MEDICINE OF YESHIVA UNIVERSITY Patent: WO2007/69923 A1, 2007 ; Location in patent: Page/Page column 18; 21 ;
Route3
- In-stock
  
  24424-99-5
- 267421-93-2
- ~%
- In-stock
  
  635319-09-4
References
- INDUSTRIAL RESEARCH LIMITED Patent: WO2005/118532 A1, 2005 ; Location in patent: Page/Page column 23 ;

Safety Information

Download SDS

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

Quality Control

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Computational Chemistry Data

TPSA 70
LogP 0.2065
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

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

CAS No. 635319-09-4

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