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CAS No.: | 112052-11-6 |
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Name: | (S)-3-P-MESYLOXYTETRAHYDROFURAN |
Article Data: | 31 |
Molecular Structure: | |
Formula: | C11H14 O4 S |
Molecular Weight: | 242.296 |
Synonyms: | 3-Furanol,tetrahydro-, 4-methylbenzenesulfonate, (3S)- (9CI); 3-Furanol, tetrahydro-,4-methylbenzenesulfonate, (S)- |
PSA: | 60.98000 |
LogP: | 2.57000 |
(S)-3-hydroxytetyrahydrofurane
p-toluenesulfonyl chloride
toluene-4-sulfonic acid (S)-(tetrahydrofuran-3-yl)ester
Conditions | Yield |
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With 1H-imidazole; dmap In dichloromethane at 20℃; for 16h; | 100% |
With pyridine | 100% |
With trimethylamine hydrochloride; triethylamine In dichloromethane at 0 - 20℃; for 4h; | 99% |
(S)-3-hydroxytetyrahydrofurane
toluene-4-sulfonic acid
toluene-4-sulfonic acid (S)-(tetrahydrofuran-3-yl)ester
Conditions | Yield |
---|---|
Stage #1: (S)-3-hydroxytetyrahydrofurane With dmap; triethylamine In dichloromethane at 0℃; for 0.166667h; Stage #2: toluene-4-sulfonic acid at 20 - 50℃; for 1.66667h; | 96% |
(R)-3-Hydroxytetrahydrofuran
p-toluenesulfonyl chloride
toluene-4-sulfonic acid (S)-(tetrahydrofuran-3-yl)ester
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 8h; Product distribution / selectivity; | 83% |
(S)-3-hydroxytetyrahydrofurane
toluene-4-sulfonic acid (S)-(tetrahydrofuran-3-yl)ester
Conditions | Yield |
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80% |
(S)-3-hydroxytetyrahydrofurane
benzenesulfonyl chloride
toluene-4-sulfonic acid (S)-(tetrahydrofuran-3-yl)ester
Conditions | Yield |
---|---|
With pyridine at 0 - 20℃; for 1h; | 40% |
Conditions | Yield |
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With potassium carbonate In N,N-dimethyl-formamide at 0 - 20℃; Product distribution / selectivity; | 100% |
4-bromo-phenol
toluene-4-sulfonic acid (S)-(tetrahydrofuran-3-yl)ester
(3R)-3-(4-bromophenoxy)tetrahydrofuran
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 16h; | 97.6% |
With potassium carbonate In N,N-dimethyl-formamide at 85℃; for 15h; |
toluene-4-sulfonic acid (S)-(tetrahydrofuran-3-yl)ester
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In acetonitrile at 95℃; for 48h; | 95% |
3-bromo-5-hydroxy-benzoic acid methyl ester
toluene-4-sulfonic acid (S)-(tetrahydrofuran-3-yl)ester
Conditions | Yield |
---|---|
With caesium carbonate In acetonitrile at 100℃; | 92% |
4-(2-chloro-5-iodobenzyl)phenol
toluene-4-sulfonic acid (S)-(tetrahydrofuran-3-yl)ester
(3S)-3-[4-[(2-chloro-5-iodophenyl)methyl]phenoxy]tetrahydrofuran
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; potassium iodide In acetonitrile at 50 - 55℃; Large scale; | 90.1% |