tert-Butyl 3-hydroxy-3-methylazetidine-1-carboxylate

Name: tert-Butyl 3-hydroxy-3-methylazetidine-1-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 1104083-23-9
Cat. No. CS-W022996
Molecule weight187.24
Purity≥97%
MDL No.MFCD16037112

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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tert-Butyl 3-hydroxy-3-methylazetidine-1-carboxylate|CS-W022996

Structure of 1104083-23-9

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General Information

CAS No. 1104083-23-9
Cat. No. CS-W022996
Purity ≥97%
MDL No. MFCD16037112
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₇NO₃
Molecular Weight 187.24
Synonym(s) 3-Hydroxy-3-methyl-azetidine-1-carboxylic acid tert-butyl ester
SMILES CC(C)(C)OC(=O)N1CC(C)(O)C1

Description

tert-Butyl 3-hydroxy-3-methylazetidine-1-carboxylate features a strained azetidine core bearing a hydroxyl and methyl group at the 3-position, enabling direct functionalization. The tert-butyl ester facilitates easy deprotection under mild acidic conditions. This scaffold delivers high stereocontrol in asymmetric synthesis and serves as a key building block for bioactive heterocycles.

Application

tert-Butyl 3-hydroxy-3-methylazetidine-1-carboxylate serves as a versatile chiral building block for the synthesis of bioactive azetidine-containing scaffolds. The tertiary alcohol functionality enables straightforward functionalization via oxidation or substitution, while the protected amine facilitates sequential coupling reactions. Its bench-stable nature and compatibility with standard peptide coupling conditions make it ideal for medicinal chemistry campaigns requiring rapid access to constrained heterocycles.

Synthesis

Route1
- In-stock
  
  398489-26-4
- 75-16-1
- ~84%
- In-stock
  
  1104083-23-9
References
- JANSSEN PHARMACEUTICA NV; CARRUTHERS, Nicholas, I.; SHIREMAN, Brock, T.; TRAN, Vi, T.; WONG, Victoria, D.; JABLONOWSKI, Jill, A.; CHAI, Wenying Patent: WO2010/59393 A1, 2010 ; Location in patent: Page/Page column 151 ; WO 2010/059393 A1
Route2
- In-stock
  
  398489-26-4
- 676-58-4
- ~10%
- In-stock
  
  1104083-23-9
References
- Hendricks, Robert Than; Hermann, Johannes; Kondru, Rama; Lou, Yan; Lynch, Stephen M.; Owens, Timothy D.; Soth, Michael Patent: US2011/230462 A1, 2011 ; Location in patent: Page/Page column 91 ; US 20110230462 A1

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 0.9881
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Skeleton Aliphatic heterocycle compounds Azetidine compounds

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tert-Butyl 3-hydroxy-3-methylazetidine-1-carboxylate

CAS No. 1104083-23-9

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