| Identification | Back Directory | [Name]
(R)-(+)-9-(2-Hydroxypropyl)adenine | [CAS]
14047-28-0 | [Synonyms]
Tenofovir Impurity 24
(R)-9-(2-Hydroxypropyl)ademine
9-[(2R)-2-Hydroxypropyl]adenine
D-(-)-9-(2-Hydroxypropyl)adenine
(R)-(+)-9-(2-Hydroxypropyl)adenine
R-9-(2-hydroxypropyl) adenine, 9-HPA
(R)-9-(2-hydroxypropyl) adenine (SC)
(R)-9-(2-Hydroxypropyl)adenine
(2R)-1-(6-Aminopurin-9-yl)propan-2-ol
(R)-1-(6-AMino-purin-9-yl)-propan-2-ol
(R)-(+)-9-(2-HYDROXYPROPYL)ADENINE,98%
(R)-(+)-9-(2-Hydroxypropyl)adenine(PMP)
(R)-(+)-9-(2-Hydroxypropyl)adenine (HPA)
6-Amino-alpha-methyl-9H-purine-9-ethanol
(αR)-6-AMino-α-Methyl-9H-purine-9-ethanol
(2R)-1-(6-aMino-9H-purin-9-yl)propan-2-ol
9H-Purine-9-ethanol,6-amino-a-methyl-, (aR)-
(R)-6-aMino-alpha-Methyl-9H-purine-9-ethanol
(R)-6-aMino-alpha-Methyl-9H-purine-9-ethanol (HPA)
(R)-9-[2-(Hydroxypropyl] Adenine
(Desphosphoryl Tenofovir) | [EINECS(EC#)]
604-188-0 | [Molecular Formula]
C8H11N5O | [MDL Number]
MFCD07369451 | [MOL File]
14047-28-0.mol | [Molecular Weight]
193.21 |
| Chemical Properties | Back Directory | [Appearance]
white powde | [Melting point ]
193 °C | [Boiling point ]
457.7±55.0 °C(Predicted) | [density ]
1.57 | [storage temp. ]
-20°C Freezer | [solubility ]
DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly, Heated) | [form ]
Solid | [pka]
14.42±0.20(Predicted) | [color ]
White to Off-White | [InChI]
InChI=1/C8H11N5O/c1-5(14)2-13-4-12-6-7(9)10-3-11-8(6)13/h3-5,14H,2H2,1H3,(H2,9,10,11)/t5-/s3 | [InChIKey]
MJZYTEBKXLVLMY-GQMHJJTINA-N | [SMILES]
N1(C[C@@H](C)O)C=NC2C(=NC=NC1=2)N |&1:2,r| |
| Hazard Information | Back Directory | [Chemical Properties]
white powde | [Uses]
(R)-9-[2-(Hydroxypropyl] Adenine (Desphosphoryl Tenofovir) (cas# 14047-28-0) is a useful reagent for preparing the antiviral drug tenofovir. | [Synthesis]
To a reaction flask was added 200 mL of N,N-dimethylformamide (DMF) protected by N2, adenine (30.0 g, 0.222 mol, 1 equiv) and stirred. NaOH (0.45 g, 0.011 mol) and R-propylene carbonate (28.5 g, 0.279 mol, 1.26 eq.) were subsequently added. The reaction mixture was warmed to 130-140 °C within 12 h of the sampling test, and the reaction was stopped when the adenine content dropped to 1% or less. Slowly cooled to below 90°C, 200 mL of toluene was added, cooling was continued to 0-5°C, and the mixture was stirred for 2 hours. Filtered and dried to give 38.13 g white solid in 87% yield. | [References]
[1] Patent: CN103848869, 2016, B. Location in patent: Paragraph 0053; 0054
[2] Patent: CN103848868, 2017, B. Location in patent: Paragraph 0055; 0058; 0059
[3] Journal of Medicinal Chemistry, 2006, vol. 49, # 26, p. 7799 - 7806
[4] Patent: WO2008/56264, 2008, A2. Location in patent: Page/Page column 69-70; 75; 81
[5] Patent: WO2015/51874, 2015, A1. Location in patent: Page/Page column 6; 20; 21 |
|
|