Alternatived Products of [ 89139-48-0 ]
Product Details of [ 89139-48-0 ]
CAS No. : | 89139-48-0 |
MDL No. : | MFCD01560515 |
Formula : |
C10H9NO3S
|
Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | - |
M.W : |
223.25
|
Pubchem ID : | - |
Synonyms : |
|
Safety of [ 89139-48-0 ]
Signal Word: | |
Class: | |
Precautionary Statements: | |
UN#: | |
Hazard Statements: | |
Packing Group: | |
Application In Synthesis of [ 89139-48-0 ]
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
- Downstream synthetic route of [ 89139-48-0 ]
- 1
-
[ 590-92-1 ]
-
[ 2634-33-5 ]
-
[ 89139-48-0 ]
- 2
-
[ 702-82-9 ]
-
[ 89139-48-0 ]
-
N-(3-hydroxyadamantan-1-yl)-3-(3-oxobenzo[d]isothiazol-2(3H)-yl)propanamide
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
33% |
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20℃; for 70h;Inert atmosphere; |
General procedure: N-Ethyl-N'-(3-dimethylaminopropyl)carbodiimide hydrochloride (EDCI) (0.15 g, 0.78 m Mol, 1.2 equiv) and 3-amino-5,7-dimethyladamantan-1-ol (9b) (0.15 g, 0.76 m Mol, 1.06 equiv) were successively added to a solution of 2-(3-oxobenzo[d]isothiazol-2(3H)-yl)acetic acid (8) (0.15 g, 0.72 m Mol, 1.0 equiv) in anhydrous DMF (5 mL) at ambient temperature. The resulting reaction mixture was stirred at ambient temperature for 70 h. The solvent was evaporated under reduced pressure and the residue was partitioned between water (20 mL) and ethyl acetate (10 mL). The aqueous phase was additionally extracted with ethyl acetate (3 * 7 mL). The combined organic layer was successively washed with 5% aqueous solution of citric acid (7 mL), 5% aqueous solution of NaHCO3 (8 mL), brine (10 mL), dried over anhydrous Na2SO4, filtered and evaporated under reduced pressure. Crystallization of the crude product from a mixture consisting from ethyl acetate and hexanes provided 1c (47 mg, 17%). |
- 3
-
[ 5459-63-2 ]
-
[ 89139-48-0 ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 3 steps
1: bromine / tetrachloromethane / 1 h / 20 °C
2: triethylamine / tetrachloromethane / 5 h / 20 °C / Reflux
3: lithium hydroxide / water; 1,4-dioxane / 16 h |
|
|
Multi-step reaction with 4 steps
1: bromine / tetrachloromethane / 1 h / 20 °C
2: triethylamine / tetrachloromethane / 5 h / 20 °C / Reflux
3: N-benzyl-trimethylammonium hydroxide / methanol / 2.5 h / Reflux
4: lithium hydroxide / water; 1,4-dioxane / 16 h |
|
Reference:
[1]Viani, Fiorenza; Rossi, Bianca; Panzeri, Walter; Merlini, Luca; Martorana, Alessandra M.; Polissi, Alessandra; Galante, Yves M.
[Tetrahedron, 2017, vol. 73, # 13, p. 1745 - 1761]
[2]Viani, Fiorenza; Rossi, Bianca; Panzeri, Walter; Merlini, Luca; Martorana, Alessandra M.; Polissi, Alessandra; Galante, Yves M.
[Tetrahedron, 2017, vol. 73, # 13, p. 1745 - 1761]