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| | 1-(tert-Butoxycarbonyl)-3-pyrrolidinol Basic information |
| | 1-(tert-Butoxycarbonyl)-3-pyrrolidinol Chemical Properties |
| Melting point | 62.1-62.2°C | | Boiling point | 273.3±33.0 °C(Predicted) | | density | 1.142±0.06 g/cm3(Predicted) | | storage temp. | 2-8°C | | solubility | soluble in Methanol | | pka | 14.74±0.20(Predicted) | | form | powder to crystal | | color | White to Almost white | | Optical Rotation | Consistent with structure | | InChI | InChI=1S/C9H17NO3/c1-9(2,3)13-8(12)10-5-4-7(11)6-10/h7,11H,4-6H2,1-3H3 | | InChIKey | APCBTRDHCDOPNY-UHFFFAOYSA-N | | SMILES | N1(C(OC(C)(C)C)=O)CCC(O)C1 | | CAS DataBase Reference | 103057-44-9(CAS DataBase Reference) |
| Hazard Codes | Xi,T | | Risk Statements | 36/37/38-25 | | Safety Statements | 26-36/37/39-37-45-36/37 | | RIDADR | 2811 | | WGK Germany | 2 | | HazardClass | IRRITANT | | PackingGroup | Ⅲ | | HS Code | 29339900 | | Storage Class | 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | | Hazard Classifications | Acute Tox. 3 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 1-(tert-Butoxycarbonyl)-3-pyrrolidinol Usage And Synthesis |
| Chemical Properties | White Solid | | Uses | 1-Boc-3-pyrrolidinol is an intermediate for the preparation of pyrrolidinone-containing pseudopeptides, inhibitors of HIV-1 protease. | | Synthesis | The general procedure for the synthesis of 1-tert-butoxycarbonyl-3-hydroxy-pyrrolidine from di-tert-butyl dicarbonate and 3-hydroxy-pyrrolidine was carried out as follows: firstly, (R)-3-pyrrolidinol (539 mg, 6.19 mmol) was converted to compound 16b to afford the colorless oily material (1.3 g, 100% yield). The spectral data of this compound were consistent with the expected structure and in accordance with literature reports (see Kucznierz, R. et al. J. Med. Chem. 1998, 41, 4983-4994). Subsequently, compound 16b was converted by reaction to compound 16c, again as a colorless oil. Next, compound 16c was converted by a two-step reaction to compound 16e, still a colorless oily substance. Finally, compound 16e was reacted to produce the target compound 16, which was rendered as a yellow oily substance. | | References | [1] ACS Medicinal Chemistry Letters, 2013, vol. 4, # 10, p. 969 - 973
[2] Patent: WO2015/9731, 2015, A2. Location in patent: Paragraph 00106
[3] Journal of Medicinal Chemistry, 1998, vol. 41, # 25, p. 4983 - 4994
[4] Bioorganic and Medicinal Chemistry, 2006, vol. 14, # 17, p. 5812 - 5832
[5] Patent: WO2010/84767, 2010, A1. Location in patent: Page/Page column 86 |
| | 1-(tert-Butoxycarbonyl)-3-pyrrolidinol Preparation Products And Raw materials |
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