Alternatived Products of [ 954271-22-8 ]
Product Details of [ 954271-22-8 ]
| CAS No. : | 954271-22-8 |
MDL No. : | MFCD21601419 |
| Formula : |
C13H13NO3S
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Boiling Point : |
- |
| Linear Structure Formula : | - |
InChI Key : | - |
| M.W : |
263.31
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Pubchem ID : | - |
| Synonyms : |
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Safety of [ 954271-22-8 ]
| Signal Word: | |
Class: | |
| Precautionary Statements: | |
UN#: | |
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Application In Synthesis of [ 954271-22-8 ]
* 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 [ 954271-22-8 ]
- 1
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[ 53087-13-1 ]
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[ 954271-22-8 ]
| Yield | Reaction Conditions | Operation in experiment |
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.2 eq BuLi in hexane,1.2 eq TMEDA, 8 eq SO2 in Et2O, 3 eq N-chlorosuccinimide, EtjO, -75 °C to 25 °C, then dioxane, aq NH3. 250C1 16 hA solution of l-benzyloxy-3-bromobenzene (28.3 g) in Et2O (375 mL) is cooled to - 70 °C and treated with TMEDA (19.2 mL) and tt-BuLi in hexane (1.6 M, 79 mL). The solution is stirred at -70 °C for 1 h and transferred into a cooled solution (-70 0C) of SO2 (54.4 g) in Et2O (375 mL). The mixture is kept at -700C for 15 minutes, then allowed to warm to RT over 1 h. The solvent is evaporated and the residue is suspended in aqueous sodium phosphate (IM, 750 mL, pH 6). EtOAc (500 mL) is added and the solution is cooled to 00C. JV-Chlorosuccinimide (43.5 g) is slowly added and the pH is readjusted to pH 6 by addition OfNa3PO4. The reaction mixture is stirred vigorously for 1 h. The phases are separated and the aqueous phase is extracted twice with EtOAc. The combined organic phases are washed with H2O and brine, dried and concentrated to give a yellowish oil. The residue is taken up in dioxane (400 mL) and NH3 in H2O (28percent, 200 mL) is added. The reaction mixture is stirred for 12 h and then concentrated to dryness. The residue is chromatographed on SiO2 gel (eluent hexanes/EtOAc 4:1 to 3:7) to give 3-benzyloxy- benzenesulfonamide as a white powder. API-MS: M-I ?= 262. |
- 2
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[ 954271-22-8 ]
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[ 159622-10-3 ]
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[ 954271-28-4 ]
| Yield | Reaction Conditions | Operation in experiment |
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A solution of 0.7 g of (\\R,2S)-\\ -ter^butoxycarbonylamino-2-vinyl- cyclopropanecarboxylic acid (prepared as described in Journal of Organic Chemistry, 2005, 5869-5879) in THF (10 mL) is treated with carbonyldiimidazole (0.789 g) and the reaction mixture is stirred at 65 0C for 30 min. The mixture is allowed to cool to RT and 3-benzyloxy- benzenesulfonamide (1.05 g) and DBU (0.697 ml) are added. The solution is stirred at RT for <n="96"/>12 h. The reaction mixture is taken up in EtOAc, washed with 0.1N aqueous HCl, aqueous NaHCOa and brine, dried with Na2SO4 and concentrated. The residue is chromatographed on SiO2 gel (eluent hexanes/EtOAc 7:3 to EtOAc, then EtOAc/MeOH 9:1) to give [(l/?,2S)-l-(3- benzylpxy-benzenesulfonylaminocarbonyl)-2-vinyl-cyclopropyl]-carbamic acid terf-butyl ester. API-MS: M+l = 473. . |
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