tert-Butyl (2S,4S)-4-hydroxy-2-methylpyrrolidine-1-carboxylate

Name: tert-Butyl (2S,4S)-4-hydroxy-2-methylpyrrolidine-1-carboxylate
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CAS No. 477293-60-0
Cat. No. CS-0048595
Molecule weight201.26
Purity≥97%
MDL No.None

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Excepted Quantity	$0.00
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tert-Butyl (2S,4S)-4-hydroxy-2-methylpyrrolidine-1-carboxylate|CS-0048595

Structure of 477293-60-0

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General Information

CAS No. 477293-60-0
Cat. No. CS-0048595
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₉NO₃
Molecular Weight 201.26
Synonym(s) (2S, 4S)-4-Hydroxy-2-methyl-pyrrolidine-1-carboxylic acid tert-butyl ester
SMILES C[C@H]1C[C@H](O)CN1C(=O)OC(C)(C)C

Description

tert-Butyl (2S,4S)-4-hydroxy-2-methylpyrrolidine-1-carboxylate is a chiral pyrrolidine derivative featuring a bench-stable tert-butoxycarbonyl group and a stereodefined hydroxyl moiety. This configuration enables direct incorporation into complex natural product syntheses and peptide mimetics, where the hydroxyl group serves as a site for selective functionalization.

Application

tert-Butyl (2S,4S)-4-hydroxy-2-methylpyrrolidine-1-carboxylate serves as a stereochemically defined pyrrolidine scaffold for medicinal chemistry and natural product synthesis. The protected hydroxyl group enables selective derivatization, while the chiral methyl and carboxylate functionalities support orthogonal transformations. Its bench-stable nature and compatibility with standard coupling reactions facilitate efficient access to complex heterocyclic architectures.

Synthesis

Route1
- 1123305-80-5
- ~98%
- In-stock
  
  477293-60-0
References
- Shionogi and Co., Ltd.; HATA, Kayoko; MASUDA, Manami; NAKAI, Hiromi; TANIYAMA, Daisuke; TOBINAGA, Hiroyuki; HATO, Yoshio; FUJIU, Motohiro Patent: EP2752410 A1, 2014 ; Location in patent: Paragraph 0412-0413 ;
Route2
- In-stock
  
  114676-61-8
- ~%
- In-stock
  
  477293-60-0
References
- Arai, Masami; Harasaki, Tamako; Fukuoka, Takashi; Kaneko, Satoru; Konosu, Toshiyuki Bioorganic and Medicinal Chemistry Letters, 2002 , vol. 12, # 19 p. 2733 - 2736

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

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Computational Chemistry Data

TPSA 49.77
LogP 1.3766
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

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 (2S,4S)-4-hydroxy-2-methylpyrrolidine-1-carboxylate

CAS No. 477293-60-0

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