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CAS No.: | 200399-47-9 |
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Name: | SALACINOLEXTRACT |
Article Data: | 5 |
Molecular Structure: | |
Formula: | C9H18O9S2 |
Molecular Weight: | 334.369 |
Synonyms: | SALACINOL; |
PSA: | 218.98000 |
LogP: | -3.45510 |
(2S,3S)-4-((1S,2R,3S,4S)-3,4-dihydroxy-2-(hydroxymethyl)tetrahydro-1H-thiophene-1-ium-1-yl)-1,3-dihydroxybutan-2-yl sulfate
Conditions | Yield |
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With trifluoroacetic acid at 20℃; for 0.5h; | 86% |
2,3,5-tri-O-benzyl-1,4-dideoxy-1,4-{(S)-[(2S,3S)-2,4-O-isopropylidene-3-(sulfooxy)butyl]episulfonioylidene}-D-arabinitol
(2S,3S)-4-((1S,2R,3S,4S)-3,4-dihydroxy-2-(hydroxymethyl)tetrahydro-1H-thiophene-1-ium-1-yl)-1,3-dihydroxybutan-2-yl sulfate
Conditions | Yield |
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With hydrogen; acetic acid; palladium on activated charcoal at 50℃; for 5h; | 82% |
1,4-dideoxy-1,4-{(S)-[(2S,3S)-2,4-O-isopropylidene-3-(sulfooxy)butyl]episulfonioylidene}-D-arabinitol
(2S,3S)-4-((1S,2R,3S,4S)-3,4-dihydroxy-2-(hydroxymethyl)tetrahydro-1H-thiophene-1-ium-1-yl)-1,3-dihydroxybutan-2-yl sulfate
Conditions | Yield |
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With hydrogenchloride at 40℃; for 4h; | 74% |
(2S,3S)-4-((1S,2R,3S,4S)-3,4-dihydroxy-2-(hydroxymethyl)tetrahydro-1H-thiophene-1-ium-1-yl)-1,3-dihydroxybutan-2-yl sulfate
Conditions | Yield |
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With hydrogen; palladium dihydroxide In water; acetic acid | 65% |
(2S,3S)-4-((1S,2R,3S,4S)-3,4-dihydroxy-2-(hydroxymethyl)tetrahydro-1H-thiophene-1-ium-1-yl)-1,3-dihydroxybutan-2-yl sulfate
Conditions | Yield |
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With hydrogen; palladium dihydroxide In water; acetic acid | 65% |
3-O-benzyl-1-deoxy-4-thio-D-arabino-furanose
(2S,3S)-4-((1S,2R,3S,4S)-3,4-dihydroxy-2-(hydroxymethyl)tetrahydro-1H-thiophene-1-ium-1-yl)-1,3-dihydroxybutan-2-yl sulfate
Conditions | Yield |
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Multi-step reaction with 3 steps 1: 90 percent / sodium hydride / dimethylformamide / 0.5 h / 0 °C 2: 99 percent / potassium carbonate / various solvent(s) / 6 h / Heating 3: 82 percent / aq. acetic acid; hydrogen / Pd/C / 5 h / 50 °C View Scheme |
1,4-anhydro-2,3,5-tri-O-benzyl-4-thio-D-arabinitol
(2S,3S)-4-((1S,2R,3S,4S)-3,4-dihydroxy-2-(hydroxymethyl)tetrahydro-1H-thiophene-1-ium-1-yl)-1,3-dihydroxybutan-2-yl sulfate
Conditions | Yield |
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Multi-step reaction with 2 steps 1: 99 percent / potassium carbonate / various solvent(s) / 6 h / Heating 2: 82 percent / aq. acetic acid; hydrogen / Pd/C / 5 h / 50 °C View Scheme | |
Multi-step reaction with 2 steps 1: 94 percent / K2CO3 / various solvent(s) / 14 h / Heating 2: 65 percent / H2 / Pd(OH)2 / acetic acid; H2O View Scheme | |
Multi-step reaction with 2 steps 1: 45 percent / K2CO3 / various solvent(s) / 14 h / Heating 2: 65 percent / H2 / Pd(OH)2 / acetic acid; H2O View Scheme |
(2R,3S,4S)-2-(hydroxymethyl)tetrahydrothiophene-3,4-diol
(2S,3S)-4-((1S,2R,3S,4S)-3,4-dihydroxy-2-(hydroxymethyl)tetrahydro-1H-thiophene-1-ium-1-yl)-1,3-dihydroxybutan-2-yl sulfate
Conditions | Yield |
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Multi-step reaction with 3 steps 1: 87 percent / NaH / tetrahydrofuran / 13 h / 20 - 55 °C 2: 100 percent / K2CO3 / various solvent(s) / Heating 3: 86 percent / aq. trifluoroacetic acid / 0.5 h / 20 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 - 5 °C 1.2: 6 h / 0 - 25 °C 2.1: 2,6-dimethylpyridine / acetone / 13 h / 70 °C 3.1: diethylamine / methanol / 3 h / 25 °C 4.1: trifluoroacetic acid / water / 2 h / 25 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 - 5 °C 1.2: 3 h / 0 - 25 °C 2.1: 2,6-dimethylpyridine / acetone / 24 h / 70 °C 3.1: diethylamine / methanol / 1 h / 25 °C 4.1: hydrogen; acetic acid; 20% palladium hydroxide-activated charcoal / 2 h / 50 °C View Scheme |
(2R,3S,4S)-3,4-bis((4-methoxybenzyl)oxy)-2-(((4-methoxybenzyl)oxy)methyl)tetrahydrothiophene
(2S,3S)-4-((1S,2R,3S,4S)-3,4-dihydroxy-2-(hydroxymethyl)tetrahydro-1H-thiophene-1-ium-1-yl)-1,3-dihydroxybutan-2-yl sulfate
Conditions | Yield |
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Multi-step reaction with 2 steps 1: 100 percent / K2CO3 / various solvent(s) / Heating 2: 86 percent / aq. trifluoroacetic acid / 0.5 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1: 2,6-dimethylpyridine / acetone / 13 h / 70 °C 2: diethylamine / methanol / 3 h / 25 °C 3: trifluoroacetic acid / water / 2 h / 25 °C View Scheme | |
Multi-step reaction with 3 steps 1: 2,6-dimethylpyridine / acetone / 13 h / 70 °C 2: diethylamine; methanol / 3 h / 25 °C 3: water; trifluoroacetic acid / 2 h / 25 °C View Scheme | |
Multi-step reaction with 3 steps 1: 2,6-dimethylpyridine / acetone / 13 h / 70 °C 2: diethylamine / methanol / 3 h / 25 °C 3: trifluoroacetic acid / water / 2 h / 25 °C View Scheme |
(2S,3S)-4-((1S,2R,3S,4S)-3,4-dihydroxy-2-(hydroxymethyl)tetrahydro-1H-thiophene-1-ium-1-yl)-1,3-dihydroxybutan-2-yl sulfate
Conditions | Yield |
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With diethylamine In water; ethyl acetate at 25℃; for 0.833333h; Reagent/catalyst; Solvent; | 1.05 g |
With water; diethylamine In ethyl acetate at 25℃; for 0.833333h; Reagent/catalyst; Temperature; Solvent; | 1.05 g |
With diethylamine In water; ethyl acetate at 25℃; for 0.833333h; Reagent/catalyst; Solvent; Temperature; | 1.05 g |