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| | (3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-ol Basic information |
| Product Name: | (3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-ol | | Synonyms: | 6-AMinotetrahydro-2,2-diMethyl-4H-cyclopenta-1,3-dioxol-4-ol;(3aS,4R,6S,6aR)-6-Hydroxy-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-amine;Ticagrelor Related Compound 1 ((3aR, 4S, 6R, 6aS)-6-Aminotetrahydro-2,2-Dimethyl-4H-Cyclopenta-1.3-dioxol-4-ol);(3aR,4S,6R,6aS)-6-amino-2,2-dimethyl-hexahydrocyclopenta[d][1,3]dioxol-4-ol;(3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-…;(3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-ol(Ticagrelor Intermediate);6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-ol - A10118;Ticagrelor Related Compound 1 | | CAS: | 155899-66-4 | | MF: | C8H15NO3 | | MW: | 173.21 | | EINECS: | 692-595-4 | | Product Categories: | 155899-66-4 | | Mol File: | 155899-66-4.mol |  |
| | (3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-ol Chemical Properties |
| Melting point | 85-88℃ | | Boiling point | 288℃ | | density | 1.170 | | Fp | 128℃ | | storage temp. | under inert gas (nitrogen or Argon) at 2–8 °C | | solubility | Chloroform (Slightly), Methanol (Slightly) | | pka | 14.03±0.60(Predicted) | | form | Solid | | color | White to Pale Beige | | Optical Rotation | 9.1°(C=0.30g/100ml CHCL3) | | Stability: | Hygroscopic | | InChI | InChI=1S/C8H15NO3/c1-8(2)11-6-4(9)3-5(10)7(6)12-8/h4-7,10H,3,9H2,1-2H3/t4-,5+,6+,7-/m1/s1 | | InChIKey | AXPYGRDXRLICKY-JRTVQGFMSA-N | | SMILES | O1[C@@]2([H])[C@H](N)C[C@H](O)[C@@]2([H])OC1(C)C |
| | (3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-ol Usage And Synthesis |
| Uses | (3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-ol was used to preapare AZD6140 as an orally active reversible P2Y12 receptor antagonist for prevention of thrombosis. | | Synthesis | 0.86 g of p-toluenesulfonic acid was added to a solution of 15.0 g of the precursor compound in acetone ( 250 ml ) followed by 22 ml of 2,2 -dimethoxypropane, and the resulting reaction mixture was stirred at room temperature for 30 minutes. At the end of the reaction the mixture was separated by extraction between ethyl acetate ( 700 ml ) and brine ( 300 ml ), the organic layer was separated and concentrated, water was added to the residue, which was heated and refluxed for 24 h. At the end of the reaction the reaction solution was concentrated under reduced pressure and azeotropized with toluene to remove water to give (3AR,4S,6R,6AS)-6-aminotetrahydro-2,2-dimethyl-4H- cyclopenteno-1,3-dioxolan-4-ol. |
| | (3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-ol Preparation Products And Raw materials |
| Raw materials | 4H-Cyclopenta-1,3-dioxol-4-ol, tetrahydro-2,2-dimethyl-6-[(phenylmethyl)amino]-, (3aR,4S,6R,6aS)--->D-erythro-Pent-4-enitol, 1,4,5-trideoxy-2,3-O-(1-methylethylidene)-1-[oxido(phenylmethyl)imino]-, (1Z)--->D-erythro-Pent-4-enose, 4,5-dideoxy-2,3-O-(1-methylethylidene)- (9CI)-->4,7-Methano-4H-1,3-dioxolo[4,5-d][1,2]oxazine, tetrahydro-2,2-dimethyl-6-(phenylmethyl)-, (3aS,4S,7R,7aS)--->(1R,3S)-4-Cyclopentene-1,3-diol 1-acetate-->(3aS,4S,6R,6aR)-4-(iodoMethyl)-6-Methoxy-2,2-diMethyltetrahydrofuro[3,4-d][1,3]dioxole-->2,2-Dimethoxypropane | | Preparation Products | Ethyl 2-(((3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy)acetate oxalate |
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