3-mercapto-2-methyltetrahydrofuran
Conditions | Yield |
---|---|
With acetic acid at 20℃; for 0.5h; | 87% |
2-methyl-3-chlorotetrahydrofuran
potassium thioacetate
A
3-mercapto-2-methyltetrahydrofuran
Conditions | Yield |
---|---|
With sodium methylate In N-methyl-acetamide; methanol; water | A 0.72 g (67%) B n/a |
5-Hydroxy-2-pentanone
3-mercapto-2-methyltetrahydrofuran
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: phosphoric acid / 200 °C 2: piperidine / 1 h / 20 °C 3: acetic acid / 0.5 h / 20 °C View Scheme |
4-ethyloctanoyl chloride
3-mercapto-2-methyltetrahydrofuran
C15H28O2S
Conditions | Yield |
---|---|
at 70℃; for 4h; | 94% |
5-bromo-2-furancarboxaldehyde
3-mercapto-2-methyltetrahydrofuran
Conditions | Yield |
---|---|
With {NiBr2phan2}; zinc; caesium carbonate In water at 45℃; for 24h; Inert atmosphere; Sealed tube; | 74% |
2-(3-chlorophenyl)-2H-1,2,3-triazole 1-oxide
3-mercapto-2-methyltetrahydrofuran
Conditions | Yield |
---|---|
With nickel(II) sulphate; caesium carbonate; N,N`-dimethylethylenediamine In dimethyl sulfoxide at 60℃; for 18h; regioselective reaction; | 73% |
para-dinitrobenzene
3-mercapto-2-methyltetrahydrofuran
Conditions | Yield |
---|---|
With potassium phosphate; 18-crown-6 ether In tetrahydrofuran at 20℃; for 3h; | 69% |
3-mercapto-2-methyltetrahydrofuran
ethyl 3-(2-methyltetrahydrofuran-3-ylthio)-8-oxo-8H-acenaphtho[1,2-b]pyrrole-9-carboxylate
Conditions | Yield |
---|---|
In methanol; chloroform at 20℃; | 65% |
2-(4-methylphenyl)-1,2,3-triazole N-oxide
3-mercapto-2-methyltetrahydrofuran
Conditions | Yield |
---|---|
With nickel(II) sulphate; caesium carbonate; N,N`-dimethylethylenediamine In dimethyl sulfoxide at 60℃; for 12h; regioselective reaction; | 63% |
Nα-fluoren-9-ylmethoxycarbonyl-L-cysteine
3-mercapto-2-methyltetrahydrofuran
Conditions | Yield |
---|---|
Stage #1: 3-mercapto-2-methyltetrahydrofuran With N-chloro-succinimide In dichloromethane at -50℃; for 0.25h; Stage #2: Nα-fluoren-9-ylmethoxycarbonyl-L-cysteine In tetrahydrofuran; dichloromethane at -50℃; for 2h; | 60.1% |
3-mercapto-2-methyltetrahydrofuran
Conditions | Yield |
---|---|
Stage #1: 3-mercapto-2-methyltetrahydrofuran With potassium hexamethylsilazane In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere; Stage #2: 6-amino-4-fluoronicotinonitrile In tetrahydrofuran at 20℃; | 57% |
2-chloro-6-methoxy-3-nitropyridine
3-mercapto-2-methyltetrahydrofuran
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 12h; | 48% |
8-oxo-8H-acenaphthyleno[1,2-b]pyrrole-9-carbonitrile
3-mercapto-2-methyltetrahydrofuran
3-(2-methyltetrahydrofuran-3-ylthio)-8-oxo-8H-acenaphtho[1,2-b]pyrrole-9-carbonitrile
Conditions | Yield |
---|---|
With triethylamine In methanol at 0 - 5℃; | 42% |
4-chloro-3-iodoquinoline
3-mercapto-2-methyltetrahydrofuran
3-iodo-4-(2-methyltetrahydrofuran-3-ylsulfanyl)quinoline
Conditions | Yield |
---|---|
With caesium carbonate In tetrahydrofuran; 1,4-dioxane at 20 - 90℃; | |
With caesium carbonate In tetrahydrofuran; 1,4-dioxane at 20 - 90℃; for 4h; |
3-mercapto-2-methyltetrahydrofuran
(E)-3-[4-(2-methyltetrahydrofuran-3-sulfanyl)quinolin-3-yl]acrylic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: caesium carbonate / tetrahydrofuran; 1,4-dioxane / 4 h / 20 - 90 °C 2: palladium diacetate; potassium acetate; tetrabutyl-ammonium chloride / N,N-dimethyl-formamide / 16 h / 110 °C View Scheme |
3-mercapto-2-methyltetrahydrofuran
(E)-3-[4-(2-methyltetrahydrofuran-3-sulfonyl)quinolin-3-yl]acrylic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: caesium carbonate / tetrahydrofuran; 1,4-dioxane / 4 h / 20 - 90 °C 2: palladium diacetate; potassium acetate; tetrabutyl-ammonium chloride / N,N-dimethyl-formamide / 16 h / 110 °C 3: acetic acid; peracetic acid / dichloromethane / 0 - 20 °C View Scheme |
3-mercapto-2-methyltetrahydrofuran
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: caesium carbonate / tetrahydrofuran; 1,4-dioxane / 4 h / 20 - 90 °C 2: sodium carbonate; tetrakis(triphenylphosphine) palladium(0) / 1,2-dimethoxyethane / 16 h / 90 °C View Scheme |
3-mercapto-2-methyltetrahydrofuran
3-(4-trifluoromethylphenyl)-4-(2-methyltetrahydrofuran-3-sulfonyl)quinoline
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: caesium carbonate / tetrahydrofuran; 1,4-dioxane / 4 h / 20 - 90 °C 2: sodium carbonate; tetrakis(triphenylphosphine) palladium(0) / 1,2-dimethoxyethane / 16 h / 90 °C 3: acetic acid; peracetic acid / dichloromethane / 0 - 20 °C View Scheme |
3-mercapto-2-methyltetrahydrofuran
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C 2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 3 h / 0 °C View Scheme |
3-mercapto-2-methyltetrahydrofuran
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C 2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 °C View Scheme |
(-)-xanthatin
3-mercapto-2-methyltetrahydrofuran
Conditions | Yield |
---|---|
Stage #1: (-)-xanthatin With triethylamine In methanol at 0 - 5℃; for 0.166667h; Michael Addition; Stage #2: 3-mercapto-2-methyltetrahydrofuran In methanol at 0 - 5℃; Michael Addition; |
N-(fluoren-9-ylmethoxycarbonyl)glycine
Fmoc-Leu-OH
N-α-tert-butoxycarbonyl-S-(3-nitro-2-pyridylthio)-L-cysteine
N-Fmoc L-Phe
3-mercapto-2-methyltetrahydrofuran
Conditions | Yield |
---|---|
Stage #1: Fmoc-Leu-OH With ethyl cyanoglyoxylate-2-oxime; diisopropyl-carbodiimide In N,N-dimethyl-formamide at 20℃; Stage #2: With piperidine In N,N-dimethyl-formamide Stage #3: N-(fluoren-9-ylmethoxycarbonyl)glycine; N-α-tert-butoxycarbonyl-S-(3-nitro-2-pyridylthio)-L-cysteine; N-Fmoc L-Phe; 3-mercapto-2-methyltetrahydrofuran Further stages; |
N-(fluoren-9-ylmethoxycarbonyl)glycine
Fmoc-Leu-OH
N-α-tert-butoxycarbonyl-S-(3-nitro-2-pyridylthio)-L-cysteine
N-Fmoc L-Phe
3-mercapto-2-methyltetrahydrofuran
Conditions | Yield |
---|---|
Stage #1: Fmoc-Leu-OH With ethyl cyanoglyoxylate-2-oxime; diisopropyl-carbodiimide In N,N-dimethyl-formamide at 20℃; Stage #2: With piperidine In N,N-dimethyl-formamide Stage #3: N-(fluoren-9-ylmethoxycarbonyl)glycine; N-α-tert-butoxycarbonyl-S-(3-nitro-2-pyridylthio)-L-cysteine; N-Fmoc L-Phe; 3-mercapto-2-methyltetrahydrofuran Further stages; |
Molecular Structure of Pentitol,1,4-anhydro-2,5-dideoxy-3-thio- (CAS NO.57124-87-5):
IUPAC Name: (2S,3S)-2-Methyloxolane-3-thiol
Empirical Formula: C5H10OS
Molecular Weight: 118.1973
Einecs: 260-572-4
Product Categories: THIOL ; API intermediates ; thiol Flavor ; Alphabetical Listings ; Flavors and Fragrances ; M-N
storage temp.: Flammables area
Water Solubility: insoluble
Freely Rotating Bonds: 1
Polar Surface Area: 34.53 Å2
Index of Refraction: 1.484
Molar Refractivity: 32.69 cm3
Molar Volume: 114.2 cm3
Polarizability: 12.96 ×10-24 cm3
Surface Tension: 31.1 dyne/cm
Density: 1.03 g/cm3
Flash Point: 51.3 °C
Enthalpy of Vaporization: 38.14 kJ/mol
Boiling Point: 161.1 °C at 760 mmHg
Vapour Pressure: 3.01 mmHg at 25 °C
Appearance: Colorless to light yellow liquid
Pentitol,1,4-anhydro-2,5-dideoxy-3-thio- (CAS NO.57124-87-5) is used as food additives.
Hazard Codes: Xi
Risk Statements: 36/38-10-36/37/38
R36/38: Irritating to eyes and skin.
R10: Flammable.
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 37/39-26-16-36-24/25-23
S37/39: Wear suitable gloves and eye/face protection.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S16: Keep away from sources of ignition.
S36: Wear suitable protective clothing.
S24/25: Avoid contact with skin and eyes.
S23: Do not breathe vapour.
RIDADR: 1993
Pentitol,1,4-anhydro-2,5-dideoxy-3-thio- (CAS NO.57124-87-5), its Synonyms are 2-Methyl-3-mercaptotetrahydrofuran ; 2-Methyl-3-tetrahydrofuranthiol ; 3-Furanthiol, tetrahydro-2-methyl- ; 2-Methyltetrahydrofuran-3-thiol .
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