(4aS,7S,8aR)-8,8-Dichloro-9,9-dimethyltetrahydro-4H-4a,7-methanobenzo[c][1,2]oxazireno[2,3-b]isothiazole 3,3-dioxide

Name: (4aS,7S,8aR)-8,8-Dichloro-9,9-dimethyltetrahydro-4H-4a,7-methanobenzo[c][1,2]oxazireno[2,3-b]isothiazole 3,3-dioxide
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CAS No. 127184-05-8
Cat. No. CS-0201484
Purity≥97%
MDL No.MFCD00243015

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(4aS,7S,8aR)-8,8-Dichloro-9,9-dimethyltetrahydro-4H-4a,7-methanobenzo[c][1,2]oxazireno[2,3-b]isothiazole 3,3-dioxide|CS-0201484

Structure of 127184-05-8

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General Information

CAS No. 127184-05-8
Cat. No. CS-0201484
Purity ≥97%
MDL No. MFCD00243015
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₃Cl₂NO₃S
Molecular Weight 298.19
Synonym(s) (+)-(8,8-Dichlorocamphorylsulfonyl)oxaziridine
SMILES CC1(C)[C@@](C2)(CC[C@]1([H])C3(Cl)Cl)[C@@]43N(O4)S2(=O)=O

Description

This oxazirenoisothiazole sulfone features a rigid, strained bicyclic core with dual chlorine and methyl substituents that enhance electrophilicity and metabolic stability. The 3,3-dioxide group imparts strong electron-withdrawing character, enabling efficient coupling in synthetic transformations. Designed for use in medicinal chemistry scaffolds, this compound offers high functional group tolerance and bench-stable reactivity under standard conditions.

Synthesis

Route1
- 127184-04-7
- ~90%
- In-stock
  
  127184-05-8
References
- Davis, Franklin A.; Weismiller, Michael C. Journal of Organic Chemistry, 1990 , vol. 55, # 12 p. 3715 - 3717
Route2
- In-stock
  
  60886-80-8
- ~%
- In-stock
  
  127184-05-8
References
- Tetrahedron Letters, , vol. 33, # 2 p. 161 - 164

Safety Information

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GHS Pictogram :	GHS No : GHS03,GHS07
Signal Word : Danger	UN#: 1479
Class : 5.1	Packing Group : Ⅲ
Hazard Statements : H272-H316-H319
Precautionary Statements : P210-P220-P221-P264-P280-P305+P351+P338-P332+P313-P337+P313-P370+P378-P501

Quality Control

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Computational Chemistry Data

TPSA 49.68
LogP 1.8834
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Bridge Rings compounds Other bridge ring compounds

Building Blocks Skeleton Aromatic heterocycle compounds Isothiazole compounds

Key Words

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(4aS,7S,8aR)-8,8-Dichloro-9,9-dimethyltetrahydro-4H-4a,7-methanobenzo[c][1,2]oxazireno[2,3-b]isothiazole 3,3-dioxide

CAS No. 127184-05-8

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