(S)-2,2-Dimethyl-1,3-dioxolane-4-methanol p-toluenesulfonate
- CAS No.
- 23735-43-5
- Chemical Name:
- (S)-2,2-Dimethyl-1,3-dioxolane-4-methanol p-toluenesulfonate
- Synonyms
- (S)-(2,2-Dimethyl-1,3-dioxolan-4-yl)methyl 4-methylbenzenesulfonate;(S)-2,2-DIMETHYL-1,3-DIOXOLANE-4-METHANOL TOSYLATE;Travoprost Impurity 51;(S)-O-ISOPROPYLIDENE GLYCEROL TOSYLATE;L-α,β-Isopropylideneglycerol-γ-tosylate;(S)-3-TOSYLOXY-1,2-PROPANEDIOL ACETONIDE;(S)-3-Toxyloxy-1,2-propanediol acetonide;2,3-ISOPROPYLIDENE-SN-GLYCEROL 1-TOSYLATE;(S)-1-O-tosyl-2,3-O-isopropylideneglycerol;(2S)-1-O-Tosyl-2-O,3-O-isopropylideneglycerol
- CBNumber:
- CB6164890
- Molecular Formula:
- C13H18O5S
- Molecular Weight:
- 286.35
- MDL Number:
- MFCD00063234
- MOL File:
- 23735-43-5.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 29-31 °C |
|---|---|
| alpha | 4.2 º (c=10, abs.alcohol) |
| Boiling point | 398.71°C (rough estimate) |
| Density | 1.208 g/mL at 25 °C(lit.) |
| refractive index |
n |
| Flash point | >230 °F |
| storage temp. | Inert atmosphere,2-8°C |
| form | powder to lump to clear liquid |
| color | White or Colorless to Light yellow |
| optical activity | [α]26/D +7.5°, c = 2% in DMF |
| BRN | 89799 |
| InChI | InChI=1/C13H18O5S/c1-10-4-6-12(7-5-10)19(14,15)17-9-11-8-16-13(2,3)18-11/h4-7,11H,8-9H2,1-3H3/t11-/s3 |
| InChIKey | SRKDUHUULIWXFT-LBPXTSNRNA-N |
| SMILES | C1(C=CC(C)=CC=1)S(=O)(=O)OC[C@@H]1COC(C)(C)O1 |&1:12,r| |
| CAS DataBase Reference | 23735-43-5(CAS DataBase Reference) |
| UNSPSC Code | 12352005 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) | ![]() GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P261-P305+P351+P338 | |||||||||
| target organs | Respiratory system | |||||||||
| PPE | dust mask type N95 (US), Eyeshields, Gloves | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36/37/38 | |||||||||
| Safety Statements | 26-36-37/39 | |||||||||
| WGK Germany | 3 | |||||||||
| F | 10-21 | |||||||||
| HS Code | 29329990 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| Hazard Classifications | Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
|||||||||
| NFPA 704 |
|
(S)-2,2-Dimethyl-1,3-dioxolane-4-methanol p-toluenesulfonate price More Price(44)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 337420 | (S)-(+)-2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-toluenesulfonate 97% | 23735-43-5 | 1g | $171 | 2023-01-07 | Buy |
| Sigma-Aldrich | 337420 | (S)-(+)-2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-toluenesulfonate 97% | 23735-43-5 | 5g | $304 | 2023-01-07 | Buy |
| TCI Chemical | D2550 | (S)-(+)-2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-Toluenesulfonate >98.0%(GC) | 23735-43-5 | 1g | $194 | 2026-04-30 | Buy |
| TCI Chemical | D2550 | (S)-(+)-2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-Toluenesulfonate >98.0%(GC) | 23735-43-5 | 5g | $633 | 2026-04-30 | Buy |
| TRC | TRC-D469555-1G | (S)-(+)-2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-Toluenesulfonate | 23735-43-5 | 1g | $161 | 2026-06-03 | Buy |
(S)-2,2-Dimethyl-1,3-dioxolane-4-methanol p-toluenesulfonate Chemical Properties, Uses, Production
Chemical Properties
white to light yellow crystal powde
Uses
(S)-(+)-2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-Toluenesulfonate has been used as a reactant for the synthesis of 16-(3-trifluoromethyl)phenoxy PGF2α analog travoprost (T715600) which has potent topical ocular activity. (S)-(+)-2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-Toluenesulfonate has also been used for the preparation of p38 mitogen activated protein (MAP) kinase inhibitors.
Synthesis
98-59-9
14347-78-5
23735-43-5
The general procedure for the synthesis of (S)-(2,2-dimethyl-1,3-dioxolan-4-yl)methyl 4-methylbenzenesulfonate from p-toluenesulfonyl chloride and (R)-(-)-glycerol acetonide was carried out as follows: in accordance with the methodology used for the preparation of (R)-(-)-20a, (R)-(-)-2,2-dimethyl-4-(hydroxymethyl)-1,3-dioxolan-1,3-dioxolan (19b) ( 2.50 g) was converted to (S)-(+)-3-toluenesulfonyloxy-1,2-propanediol acetone compound 20b (5.23 g, 98% yield, 99.2% ee). [α]D20 +4.5 (c 1.0, EtOH) (literature value [α]D25 +4.7 (c 1.0, EtOH)).IR, NMR, and HRMS spectroscopic data were in complete agreement with the (R)-(-)-20a enantiomer.
References
[1] Chemical and Pharmaceutical Bulletin, 1995, vol. 43, # 10, p. 1719 - 1723
[2] Journal of Medicinal Chemistry, 2010, vol. 53, # 8, p. 3198 - 3213
[3] Tetrahedron, 2013, vol. 69, # 5, p. 1634 - 1648
[4] Journal of the American Chemical Society, 1980, vol. 102, # 20, p. 6304 - 6311
[5] Journal of the Chemical Society, Chemical Communications, 1984, # 6, p. 349 - 350
(S)-2,2-Dimethyl-1,3-dioxolane-4-methanol p-toluenesulfonate Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Tianjin Derchemist Science & Technology Co., Ltd. | 22-58627059 13920586291 | zdcomcon@126.com | China | 4094 | 50 |
| Shandong RuiYue Biotechnology Co., Ltd. | 0531-88581623 18805314509 | 1456922171@126.com | China | 63 | 50 |
| Xiamen Weijia Pharma Co., Ltd | 0592-6055939 18950006030 | lzf@xmweijia.com | China | 58 | 58 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| TCI (Shanghai) Development Co., Ltd. | 021-67121386 | Sales-CN@TCIchemicals.com | China | 24512 | 81 |
| Capot Chemical Co., Ltd | +86 (0) 571 85 58 67 18 | China | 18187 | 66 | |
| Shanghai Longsheng chemical Co.,Ltd. | 58099637 13585536065 | sales@shlschem.com | China | 9880 | 59 |
| Shanghai Ennopharm Co., Ltd. | +86 (21) 6435-5022 | China | 4263 | 65 | |
| TOKYO CHEMICAL INDUSTRY CO., LTD. | 03-36680489 | Sales-JP@TCIchemicals.com | Japan | 28364 | 80 |
View Latest Price from (S)-2,2-Dimethyl-1,3-dioxolane-4-methanol p-toluenesulfonate manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
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2026-06-30 | (S)-2,2-Dimethyl-1,3-dioxolane-4-methanol p-toluenesulfonate
23735-43-5
|
1kg | 99% | 10000KGS | Shaanxi Dideu New Materials Co. Ltd |
-

- (S)-2,2-Dimethyl-1,3-dioxolane-4-methanol p-toluenesulfonate
23735-43-5
- $0.00
- 99%
- Shaanxi Dideu New Materials Co. Ltd





