2-Methyl-N-(oxetan-3-ylidene)propane-2-sulfinamide

Name: 2-Methyl-N-(oxetan-3-ylidene)propane-2-sulfinamide
Brand: ChemScene
Availability: InStock
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CAS No. 1158098-73-7
Cat. No. CS-W009188
Purity≥95%
MDL No.MFCD14702522

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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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2-Methyl-N-(oxetan-3-ylidene)propane-2-sulfinamide|CS-W009188

Structure of 1158098-73-7

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General Information

CAS No. 1158098-73-7
Cat. No. CS-W009188
Purity ≥95%
MDL No. MFCD14702522
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₁₃NO₂S
Molecular Weight 175.25
Synonym(s) 2-Propanesulfinamide, 2-methyl-N-3-oxetanylidene-
SMILES O=S(C(C)(C)C)/N=C1COC\1

Description

This sulfinamide features a reactive oxetan-3-ylidene moiety that enables efficient cycloaddition chemistry. The 2-methylpropane-2-sulfinamide scaffold provides steric and electronic control, enhancing regioselectivity in asymmetric synthesis. Bench-stable under standard conditions, it facilitates the construction of complex heterocycles with high fidelity.

Application

2-Methyl-N-(oxetan-3-ylidene)propane-2-sulfinamide serves as a stable, bench-ready sulfenamide synthon for the construction of oxetane-containing heterocycles. Its oxetan-3-ylidene moiety enables efficient [3+2] cycloadditions and acts as a versatile electrophilic partner in transition-metal-catalyzed transformations. The sulfinamide group provides excellent functional group tolerance and facilitates purification via crystallization or chromatography. This reagent functions reliably in late-stage diversification workflows, offering predictable regioselectivity and compatibility with common synthetic operations.

Synthesis

Route1
- In-stock
  
  6704-31-0
- In-stock
  
  146374-27-8
- ~93%
- In-stock
  
  1158098-73-7
References
- Jung, Hyung Hoon; Buesking, Andrew W.; Ellman, Jonathan A. Organic Letters, 2011 , vol. 13, # 15 p. 3912 - 3915
Route2
- 922500-97-8
- In-stock
  
  146374-27-8
- ~30%
- In-stock
  
  1158098-73-7
References
- Hamzik, Philip J.; Brubaker, Jason D. Organic Letters, 2010 , vol. 12, # 5 p. 1116 - 1119

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 38.66
LogP 0.9198
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Oxetane compounds

Key Words

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2-Methyl-N-(oxetan-3-ylidene)propane-2-sulfinamide

CAS No. 1158098-73-7

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