2-Methyl-propane-2-sulfinic acid (1R,2S)-1-(2,4,6-trimethyl-benzenesulfonylamino)-indan-2-yl ester
(S)-2-methylpropane-2-sulfinamide
Conditions | Yield |
---|---|
With lithium amide; ammonia In tetrahydrofuran at -78℃; | 90% |
2-Methyl-propane-2-sulfinic acid (1R,2S)-1-phenyl-2-(toluene-4-sulfonylamino)-propyl ester
A
N-((1R,2S)-1-hydroxy-1-phenylpropan-2-yl)-4-methylbenzene sulfonamide
B
(S)-2-methylpropane-2-sulfinamide
Conditions | Yield |
---|---|
With ammonia; lithium; ferric nitrate In tetrahydrofuran at -78 - -45℃; | A n/a B 90% |
(S)-2-methylpropane-2-sulfinamide
Conditions | Yield |
---|---|
With Iron(III) nitrate nonahydrate; lithium amide; ammonia In tetrahydrofuran at -78 - -45℃; for 1.33333h; optical yield given as %ee; | 84% |
(S)-2-methylpropane-2-sulfinamide
Conditions | Yield |
---|---|
With acetic acid; zinc In dichloromethane at 35 - 42℃; for 16h; Green chemistry; | 76% |
With acetic acid; zinc In dichloromethane at 35 - 42℃; for 16h; | 76% |
With acetic acid; zinc In dichloromethane at 35 - 42℃; for 16h; | 76% |
(SS)-(+)-tert-butyl tert-butanethiosulfinate
(S)-2-methylpropane-2-sulfinamide
Conditions | Yield |
---|---|
With ammonia; n-hexyllithium at -60 - 0℃; for 1h; | 75% |
di-tert-butyl disulfide
(S)-2-methylpropane-2-sulfinamide
Conditions | Yield |
---|---|
Stage #1: di-tert-butyl disulfide With bis(acetylacetonate)oxovanadium; (1R,2S)-1-[(3,5-di-tert-butyl-2-hydroxybenzylidene)amino]-2-indanol; dihydrogen peroxide In acetone at 0℃; Stage #2: With ammonia; lithium; ferric nitrate In tetrahydrofuran at -78℃; | 60% |
2-Methyl-propane-2-sulfinic acid (1R,2S)-1-(2,4,6-trimethyl-benzenesulfonylamino)-indan-2-yl ester
(S)-2-methylpropane-2-sulfinamide
Conditions | Yield |
---|---|
With lithium amide; ammonia In tetrahydrofuran at -78℃; |
A
(R)-2-methylpropane-2-sulfinamide
B
(S)-2-methylpropane-2-sulfinamide
C
phenol
Conditions | Yield |
---|---|
With lithium hexamethyldisilazane In tetrahydrofuran at 0 - 20℃; for 1.5h; Inert atmosphere; | A n/a B n/a C n/a |
(S)-2-methylpropane-2-sulfinamide
Conditions | Yield |
---|---|
With lithium hexamethyldisilazane In tetrahydrofuran at -10 - -5℃; Large scale; Green chemistry; |
butyraldehyde
(S)-2-methylpropane-2-sulfinamide
[N(E),S(S)]-2-methyl-N-(butylidene)-2-propanesulfinamide
Conditions | Yield |
---|---|
With titanium(IV) tetraethanolate In dichloromethane for 3h; | 100% |
With copper(II) sulfate In dichloromethane for 20h; | 92% |
With pyridinium p-toluenesulfonate; magnesium sulfate In dichloromethane at 20℃; for 20h; | 85% |
pyridine-2-carbaldehyde
(S)-2-methylpropane-2-sulfinamide
Conditions | Yield |
---|---|
With caesium carbonate In dichloromethane at 20℃; for 12h; | 100% |
With potassium hydrogensulfate In toluene at 45℃; | 95% |
With phosphotungstic acid In toluene for 3h; Inert atmosphere; Green chemistry; | 93% |
With copper(II) sulfate In dichloromethane at 50℃; for 16h; | 61% |
With titanium(IV) tetraethanolate In neat (no solvent) at 70℃; for 0.166667 - 0.25h; Inert atmosphere; Sealed tube; Microwave irradiation; | 41% |
4-(2-fluoro-6-formyl-phenyl)-piperazine-1-carboxylic acid tert-butyl ester
(S)-2-methylpropane-2-sulfinamide
4-{2-fluoro-6-[((SS)-2-methyl-propane-2-sulfinylimino)-methyl]-phenyl}-piperazine-1-carboxylic acid tert-butyl ester
Conditions | Yield |
---|---|
With titanium(IV) tetraethanolate In tetrahydrofuran; ethanol at 20℃; for 16h; | 100% |
With titanium(IV) tetraethanolate | |
With titanium(IV) tetraethanolate In tetrahydrofuran; ethanol at 20℃; |
4-(2-formyl-4-(trifluoromethyl)phenyl)piperazine-1-carboxylic acid tert-butyl ester
(S)-2-methylpropane-2-sulfinamide
4-{2-[((SS)-2-methyl-propane-2-sulfinylimino)-methyl]-4-trifluoromethyl-phenyl}-piperazine-1-carboxylic acid tert-butyl ester
Conditions | Yield |
---|---|
With titanium(IV) tetraethanolate In tetrahydrofuran; ethanol at 20℃; for 16h; | 100% |
With titanium(IV) tetraethanolate In tetrahydrofuran; ethanol at 20℃; | 99% |
With titanium(IV) tetraethanolate In tetrahydrofuran at 20℃; | |
With titanium(IV) tetraethanolate In tetrahydrofuran; ethanol at 20℃; |
2-(4-tert-butoxycarbonyl-1-piperazinyl)-3-formylpyridine
(S)-2-methylpropane-2-sulfinamide
Conditions | Yield |
---|---|
With titanium(IV) tetraethanolate In tetrahydrofuran at 20℃; for 8h; | 100% |
5-bromothiazole-4-carboxaldehyde
(S)-2-methylpropane-2-sulfinamide
Conditions | Yield |
---|---|
With titanium(IV) tetraethanolate at 20℃; | 100% |
2-(cyclopropylthio)-5-nitrobenzaldehyde
(S)-2-methylpropane-2-sulfinamide
(S,E)-N-(2-(cyclopropylthio)-5-nitrobenzylidene)-2-methylpropane-2-sulfinamide
Conditions | Yield |
---|---|
With titanium(IV) tetraethanolate In dichloromethane at 73℃; for 6h; | 100% |
With titanium(IV) tetraethanolate In dichloromethane at 73℃; for 6h; | 100% |
(S)-2-methylpropane-2-sulfinamide
(S)-N-((3aS,4R,6S,6aS)-2,2-dimethyl-6-vinyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-2-methylpropane-2-sulfinamide
Conditions | Yield |
---|---|
With caesium carbonate In dichloromethane for 3h; Reflux; Inert atmosphere; stereospecific reaction; | 100% |
3-fluoropyridine-2-carbaldehyde
(S)-2-methylpropane-2-sulfinamide
(S,E)-N-((3-fluoropyridin-2-yl)methylene)-2-methylpropane-2-sulfinamide
Conditions | Yield |
---|---|
With copper(II) sulfate In dichloromethane at 20℃; for 3h; | 100% |
With copper(II) sulfate In dichloromethane at 20℃; for 3h; | |
copper(II) sulfate In dichloromethane at 20℃; for 3h; |
(S)-2-methylpropane-2-sulfinamide
1-(3-chloro-2,6-difluoro-phenyl)-carboxaldehyde
(S,E)-N-(3-chloro-2,6-difluorobenzylidene)-2-methylpropane-2-sulfinamide
Conditions | Yield |
---|---|
With caesium carbonate In dichloromethane at 20℃; | 100% |
3-chloro-2-pyridinecarboxaldehyde
(S)-2-methylpropane-2-sulfinamide
Conditions | Yield |
---|---|
With caesium carbonate In dichloromethane at 20℃; for 12h; | 100% |
With copper(II) sulfate In dichloromethane at 20℃; for 2h; | 2.5 g |
(S)-2-methylpropane-2-sulfinamide
Conditions | Yield |
---|---|
With ethyl orthotitanate In tetrahydrofuran at 70℃; for 18h; | 100% |
6-chloropyridine-2-carboxaldehyde
(S)-2-methylpropane-2-sulfinamide
Conditions | Yield |
---|---|
With caesium carbonate In dichloromethane at 20℃; for 17h; | 100% |
With caesium carbonate In dichloromethane at 20℃; for 17h; | 3.58 g |
Conditions | Yield |
---|---|
With pyridinium p-toluenesulfonate; magnesium sulfate In toluene at 40℃; for 5h; | 100% |
(S)-2-methylpropane-2-sulfinamide
Conditions | Yield |
---|---|
With pyridinium p-toluenesulfonate; magnesium sulfate In dichloromethane at 20℃; | 100% |
6-methoxy-3-pyridinecarboxaldehyde
(S)-2-methylpropane-2-sulfinamide
Conditions | Yield |
---|---|
With titanium(IV) tetraethanolate In tetrahydrofuran at 80℃; for 15h; Inert atmosphere; | 100% |
4-fluorobenzaldehyde
(S)-2-methylpropane-2-sulfinamide
Conditions | Yield |
---|---|
With titanium (IV) ethoxide at 60℃; for 12h; | 100% |
Stage #1: 4-fluorobenzaldehyde With titanium(IV) isopropylate In tetrahydrofuran at 20℃; for 0.166667h; Inert atmosphere; Stage #2: (S)-2-methylpropane-2-sulfinamide In tetrahydrofuran at 20℃; Inert atmosphere; |
4-chloro-3-fluoro-2-formylpyridine
(S)-2-methylpropane-2-sulfinamide
Conditions | Yield |
---|---|
With caesium carbonate In dichloromethane at 20℃; for 1h; | 100% |
With caesium carbonate In dichloromethane at 20℃; for 1h; |
5-chloro-2-pyridine carboxaldehyde
(S)-2-methylpropane-2-sulfinamide
Conditions | Yield |
---|---|
With caesium carbonate In dichloromethane at 40℃; for 12h; | 100% |
With titanium(IV) tetraethanolate In neat (no solvent) at 70℃; for 0.166667 - 0.25h; Inert atmosphere; Sealed tube; Microwave irradiation; | 54% |
Conditions | Yield |
---|---|
With titanium(IV) tetraethanolate at 20℃; | 100% |
Conditions | Yield |
---|---|
With titanium(IV) tetraethanolate at 20℃; | 100% |
(S)-2-methylpropane-2-sulfinamide
Conditions | Yield |
---|---|
With titanium(IV) tetraethanolate at 90℃; for 4h; | 100% |
3,5-difluoro-2-pyridinecarboxaldehyde
(S)-2-methylpropane-2-sulfinamide
Conditions | Yield |
---|---|
With copper(II) sulfate In dichloromethane at 20℃; for 23h; | 100% |
Conditions | Yield |
---|---|
With titanium(IV) tetraethanolate at 20℃; | 100% |
(S)-2-methylpropane-2-sulfinamide
Conditions | Yield |
---|---|
With caesium carbonate In dichloromethane at 25℃; for 16h; Inert atmosphere; | 100% |
4-chloro-2-pyridinecarbaldehyde
(S)-2-methylpropane-2-sulfinamide
Conditions | Yield |
---|---|
With caesium carbonate In dichloromethane at 20℃; for 1h; | 100% |
2-fluoro-6-(trifluoromethyl)benzaldehyde
(S)-2-methylpropane-2-sulfinamide
Conditions | Yield |
---|---|
With titanium(IV) tetraethanolate In tetrahydrofuran at 40℃; for 24h; Inert atmosphere; | 99.8% |
4-(2-formyl-4-methyl-phenyl)-piperazine-1-carboxylic acid tert-butyl ester
(S)-2-methylpropane-2-sulfinamide
4-{4-methyl-2-[((SS)-2-methyl-propane-2-sulfinylimino)-methyl]-phenyl}-piperazine-1-carboxylic acid tert-butyl ester
Conditions | Yield |
---|---|
With titanium(IV) tetraethanolate In tetrahydrofuran; ethanol at 20℃; for 16h; | 99% |
With titanium(IV) tetraethanolate In tetrahydrofuran; ethanol at 20℃; |
4-(2-formyl-4-(trifluoromethyl)phenyl)piperazine-1-carboxylic acid tert-butyl ester
(S)-2-methylpropane-2-sulfinamide
Conditions | Yield |
---|---|
With titanium(IV) tetraethanolate In tetrahydrofuran | 99% |
4-(2-fluoro-6-formyl-phenyl)-piperazine-1-carboxylic acid tert-butyl ester
(S)-2-methylpropane-2-sulfinamide
Conditions | Yield |
---|---|
With titanium(IV) tetraethanolate In tetrahydrofuran; ethanol at 20℃; | 99% |
Molecule structure of (S)-(-)-2-Methyl-2-propanesulfinamide (CAS NO.343338-28-3):
Molecular Formula: C3H11CNOS
Molecular Weight: 121.20 g/mol
Index of Refraction: 1.523
Density: 1.124 g/cm3
Melting Point: 97-101 °C(lit.)
Boiling Point: 220 °C at 760 mmHg
Flash Point: 86.8 °C
Molar Refractivity: 32.94 cm3
Molar Volume: 107.7 cm3
Surface Tension: 49.8 dyne/cm
Enthalpy of Vaporization: 45.64 kJ/mol
Vapour Pressure: 0.116 mmHg at 25 °C
InChI: InChI=1/C4H11NOS/c1-4(2,3)7(5)6/h5H2,1-3H3
InChIKey: CESUXLKAADQNTB-UHFFFAOYAH
Product Categories: blocks; BuildingBlocks; Sulfonamides; chiral; CHIRAL COMPOUNDS; Asymmetric Synthesis; Sulfur Compounds (for Synthesis); Synthetic Organic Chemistry; CHIRAL CHEMICALS; Sulfur Compounds; Asymmetric Synthesis; Chiral Auxiliaries; Sulfur-Based
Hazard Codes: Xi
WGK Germany: 3
Hazard Note: Irritant/Keep Cold
(S)-(-)-2-Methyl-2-propanesulfinamide (CAS NO.343338-28-3) is also named as 2-Propanesulfinamide,2-methyl-, [S(S)]- ; (S)-(-)-tert-Butyl sulfinamide ; (S)-2-Methyl-2-propanesulfinamide ; (S)-tert-Butanesulfinamide ; (S)-tert-Butylsulfinamide . (S)-(-)-2-Methyl-2-propanesulfinamide (CAS NO.343338-28-3) is white to light yellow crystal powder.
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