- Boc-Isoserine
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2026-09-14
- CAS:52558-24-4
- Min. Order: 1kg
- Purity: 98%
- Supply Ability: 1T+
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| | Propanoic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-2-hydroxy-, (2S)- Basic information |
| Product Name: | Propanoic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-2-hydroxy-, (2S)- | | Synonyms: | Propanoic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-2-hydroxy-, (2S)-;(S)-3-(tert-Butyloxycarbonylamino)-2-hydroxypropionic acid;(2S)-3-[[(1,1-Dimethylethoxy)carbonyl]amino]-2-hydroxy-propanoic acid;3-tert-ButoxycarbonylaMino-(S)-2-hydroxy-propionic acid;Boc-(S)-isoserine;(S)-3-(Boc-aMino)-2-hydroxy-propanoic acid;(S)-3-((tert-Butoxycarbonyl)aMino)-2-hydroxypropanoic acid;(2S)-2-hydroxy-3-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid | | CAS: | 52558-24-4 | | MF: | C8H15NO5 | | MW: | 205.21 | | EINECS: | | | Product Categories: | N-BOC | | Mol File: | 52558-24-4.mol | ![Propanoic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-2-hydroxy-, (2S)- Structure](CAS/GIF/52558-24-4.gif) |
| | Propanoic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-2-hydroxy-, (2S)- Chemical Properties |
| Boiling point | 391.7±32.0 °C(Predicted) | | density | 1.240±0.06 g/cm3(Predicted) | | storage temp. | 2-8°C | | pka | 3.58±0.11(Predicted) | | Appearance | White to off-white Solid | | Optical Rotation | Consistent with structure | | InChI | InChI=1S/C8H15NO5/c1-8(2,3)14-7(13)9-4-5(10)6(11)12/h5,10H,4H2,1-3H3,(H,9,13)(H,11,12)/t5-/m0/s1 | | InChIKey | JJCAYTVAYSGVLA-YFKPBYRVSA-N | | SMILES | C(O)(=O)[C@@H](O)CNC(OC(C)(C)C)=O |
| | Propanoic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-2-hydroxy-, (2S)- Usage And Synthesis |
| Synthesis | (S)-Isoserine (21 g, 0.20 mol) was dissolved in tetrahydrofuran (100 mL), followed by addition of a solvent mixture of 10% aqueous sodium hydroxide (100 mL) and di-tert-butyl dicarbonate (50 mL, 0.22 mol). The reaction mixture was stirred at room temperature for 9 hours. After completion of the reaction, the aqueous phase was adjusted to pH 2 with 4 mol/L hydrochloric acid and then extracted with dichloromethane/methanol (v/v=5/1, 50 mL x 3). The organic phases were combined and dried with anhydrous sodium sulfate. After drying, the desiccant was removed by filtration and the filtrate was concentrated under reduced pressure to give 3-tert-butoxycarbonylamino-(S)-2-hydroxypropionic acid as a colorless oil (35 g, yield: 85%). | | References | [1] Journal of Enzyme Inhibition and Medicinal Chemistry, 2012, vol. 27, # 2, p. 302 - 310
[2] Journal of Organic Chemistry, 2018, vol. 83, # 9, p. 4973 - 4980
[3] Patent: CN108341752, 2018, A. Location in patent: Paragraph 0507; 0508; 0509; 0510
[4] Patent: WO2010/132757, 2010, A2. Location in patent: Page/Page column 98-99
[5] Patent: WO2011/44503, 2011, A1. Location in patent: Page/Page column 67 |
| | Propanoic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-2-hydroxy-, (2S)- Preparation Products And Raw materials |
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