toluene-4-sulfonic acid 3-Methanesulfonyl-propyl ester
- CAS No.
- 263400-88-0
- Chemical Name:
- toluene-4-sulfonic acid 3-Methanesulfonyl-propyl ester
- Synonyms
- ALG-1A78317;3-(Methylsulfonyl)propyl tosylate;3-(Methylsulfonyl)propyl 4-Methylbenzenesulfonate;toluene-4-sulfonic acid 3-Methanesulfonyl-propyl ester;1-[(3-methanesulfonylpropoxy)sulfonyl]-4-methylbenzene;toluene-4-sulfonic acid 3-Methanesulfonyl-propyl ester-3;1-Propanol, 3-(methylsulfonyl)-, 1-(4-methylbenzenesulfonate)
- CBNumber:
- CB32604553
- Molecular Formula:
- C11H16O5S2
- Molecular Weight:
- 292.37
- MDL Number:
- MFCD22124592
- MOL File:
- 263400-88-0.mol
- MSDS File:
- SDS
| Boiling point | 510.7±33.0 °C(Predicted) |
|---|---|
| Density | 1.302±0.06 g/cm3 (20 ºC 760 Torr) |
| storage temp. | Sealed in dry,Room Temperature |
| Appearance | White to off-white Solid |
| InChI | InChI=1S/C11H16O5S2/c1-10-4-6-11(7-5-10)18(14,15)16-8-3-9-17(2,12)13/h4-7H,3,8-9H2,1-2H3 |
| InChIKey | AXUFUWARAAYMCG-UHFFFAOYSA-N |
| SMILES | C(OS(C1=CC=C(C)C=C1)(=O)=O)CCS(C)(=O)=O |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H302-H315-H319-H335 |
| Precautionary statements | P261-P305+P351+P338 |
| REACH Registrations | Active |
toluene-4-sulfonic acid 3-Methanesulfonyl-propyl ester price More Price(39)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Matrix Scientific | 096647 | 3-(Methylsulfonyl)propyl 4-methylbenzenesulfonate | 263400-88-0 | 250.00mg | $90 | 2026-05-18 | Buy |
| Matrix Scientific | 096647 | 3-(Methylsulfonyl)propyl 4-methylbenzenesulfonate | 263400-88-0 | 1.00g | $118 | 2026-05-18 | Buy |
| Matrix Scientific | 096647 | 3-(Methylsulfonyl)propyl 4-methylbenzenesulfonate | 263400-88-0 | 5.00g | $203 | 2026-05-18 | Buy |
| Synthonix | M22719 | 3-(Methylsulfonyl)propyl 4-methylbenzenesulfonate 97% | 263400-88-0 | 100mg | $51 | 2026-05-06 | Buy |
| Synthonix | M22719 | 3-(Methylsulfonyl)propyl 4-methylbenzenesulfonate 97% | 263400-88-0 | 250mg | $60 | 2026-05-06 | Buy |
toluene-4-sulfonic acid 3-Methanesulfonyl-propyl ester Chemical Properties, Uses, Production
Synthesis
2058-49-3
98-59-9
263400-88-0
General procedure: 4-methylbenzene-1-sulfonyl chloride (759 mg, 3.98 mmol), 3-(methylsulfonyl)propan-1-ol (500 mg, 3.62 mmol), and triethylamine (0.555 mL, 3.98 mmol) were dissolved in dry dichloromethane (5 mL), and the reaction mixture was stirred under nitrogen atmosphere for 12 hours. Upon completion of the reaction, the solvent was removed under reduced pressure and the residue was purified by semi-preparative HPLC-UV to afford 3-(methylsulfonyl)propyl 4-methylbenzenesulfonate (881 mg, 83% yield) as a white solid.MS (ESI+) m/z: 293.1 [M + H]+. Tert-butyl (4-hydroxy-2,6-dimethylphenyl)carbamate (269 mg, 1.13 mmol), 3-(methylsulfonyl)propyl 4-methylbenzenesulfonate (398 mg, 1.36 mmol), and potassium carbonate (188 mg, 1.36 mmol) were dissolved in dry N,N-dimethylformamide (2.5 mL), and the reaction mixture was stirred for 12 h at 80 °C and under nitrogen atmosphere. The reaction mixture was stirred at 80 °C and under nitrogen for 12 hours. After completion of the reaction, ethyl acetate (20 mL) was added and the mixture was washed with brine (2 x 10 mL). The organic layer was concentrated under reduced pressure and the residue was purified by semi-preparative HPLC-UV to afford tert-butyl (2,6-dimethyl-4-(3-(methylsulfonyl)propoxy)phenyl)carbamate (375 mg, 93% yield) as a white solid.MS (ESI+) m/z: 380.2 [M + Na]+. From tert-butyl (2,6-dimethyl-4-(3-(methylsulfonyl)propoxy)phenyl)carbamate (375 mg, 1.05 mmol), the synthesis of compound 34 was followed to afford 2,6-dimethyl-4-(3-(methylsulfonyl)propoxy)aniline hydrochloride (309 mg, quantitative yield).MS (ESI+) m/z: 258.1 [ M + H]+. From 2,6-dimethyl-4-(3-(methylsulfonyl)propoxy)aniline hydrochloride (46.1 mg, 0.157 mmol), methyl 7-(3-(N-(2,6-dimethyl-4-(3-(methylsulfonyl)propoxy)phenyl)aminosulfonyl)phenyl)heptanoate was obtained as described in Method A (33 mg, 39% yield).MS (ESI+) ) m/z: 562.3 [M + Na]+. Compound 35 was then obtained by hydrolysis of the ester derivative (20 mg, 0.046 mmol) as a white solid (23 mg, 83% yield) following the synthesis of compound 1. 1H NMR (300 MHz, chloroform-d) δ ppm 1.24-1.43 (m, 4H), 1.51-1.67 (m, 4H), 1.96 (s, 6H). 2.26-2.41 (m, 4H), 2.61 (t, J=7.58 Hz, 2H), 2.97 (s, 3H), 3.22-3.31 (m, 2H), 4.04 (t, J=5.68 Hz, 2H), 6.32 (br s, 1H), 6.52 (s, 2H), 7.33-7.41 (m, 2H), 7.48- 7.58 (m, 2H), 9.36 (br s, 2H).MS (ESI+) m/z: 526.2 [M + H]+.
References
[1] Patent: WO2018/29150, 2018, A1. Location in patent: Page/Page column 37-38
[2] Patent: WO2013/144098, 2013, A1. Location in patent: Page/Page column 96
[3] Patent: WO2015/89809, 2015, A1. Location in patent: Page/Page column 62
[4] Patent: WO2015/95256, 2015, A1. Location in patent: Page/Page column 62; 63
[5] Patent: WO2017/13046, 2017, A1. Location in patent: Page/Page column 34-35
toluene-4-sulfonic acid 3-Methanesulfonyl-propyl ester Preparation Products And Raw materials
Raw materials
1of2
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Varnor Chemical Co., Ltd. | 0796-8330061 18779971813 | sales@varnorchem.com | China | 74 | 58 |
| Shanghai Aonan chemical technology co.,ltd. | info@aonanchem.com | China | 65 | 55 | |
| Jiangsu Aikon Biopharmaceutical R&D co.,Ltd. | 025-66113011 13913916777 | cfzhang@aikonchem.com | China | 19902 | 55 |
| Shanghai Raise Chemical Technology Co.,Ltd | 15026594951 | rs@raise-chem.com | China | 4904 | 55 |
| Varnor Chemical Co., Ltd. | 0796-8330061 18779971813 | sales@varnorchem.com | China | 21 | 55 |
| Shanghai YuanYe Biotechnology Co., Ltd. | 15026964105 | 2881489226@qq.com | China | 89667 | 60 |
| ShangHai Biochempartner Co.,Ltd | 177-54423994 17754423994 | 2853530910@QQ.com | China | 8000 | 62 |
| Amadis Chemical Company Limited | 571-89925085 | sales@amadischem.com | China | 131885 | 58 |
| LinkChem Technology Co., Ltd. | 021-58950110 13124863828 | sales@linkchem.cn | China | 2994 | 58 |
| AbaChemScene | 732-484-9848 | sales@chemscene.com | United States | 3980 | 60 |
