2-[[(3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
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![2-[[(3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol structure](https://file.echemi.com/fileManage/upload/canonicalSmiles/20220812/68db782eb90745579ea9e78ff5f76d3c.png "2-[[(3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol")
2-[[(3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
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CAS No:
274693-55-9
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Formula:
C10H19NO4
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Chemical Name:
2-[[(3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
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Synonyms:
Ethanol,2-[[(3aR,4S,6R,6aS)-6-aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]-;2-[[(3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol;2-[[(3aS,4R,6S,6aR)-4-Aminotetrahydro-2,2-dimethyl-3aH-cyclopenta[d][1,3]dioxol-6-yl]oxy]ethanol
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CAS No:
2-[[(3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol Basic Attributes
217.26216
217.26
1312995-182-4
DTXSID40433136
2-[[(3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol Use and Manufacturing
At 25 C, the reaction solvent was added to the reaction vessel, and then the ammonia source was added.Adjust the pH to 8.0 with hydrochloric acid, then add PLP (pyridoxal phosphate, ) and bioconversion enzymes (T68V, N76L, L213E, V302M, 4 positions of amino acids togetherReplace), slowly stir until all dissolved, Subsequently, the compound (5) was added and reacted for 16 hours. After the reaction was completed, the pH was adjusted to 2.0 with hydrochloric acid, and extracted with isopropyl acetate to leave an aqueous phase.The pH was adjusted to 12.0 with an aqueous sodium hydroxide solution, extracted with isopropyl acetate, and isopropyl acetate was concentrated under reduced pressure to give compound (1). The reaction solvent is water and dimethyl sulfoxide, and the volume ratio of the two is 1:1. The ammonia source was isopropylamine and triethylamine at a concentration of 0.5 M, and the molar ratio of the two was 1:1. The compound (5) was added to have an initial mass concentration of 100 g/L. The mass concentration ratio of the compound (5) and the bioconversion enzyme (T68V, N76L, L213E, V302M) was 35:1, the PLP was 0.1 times equivalent of the compound (5), and the mass concentration was 10 g/L. The obtained intermediate was examined by the method described above, and the mass yield of the compound 1 was 97%, and the purity by HPLC was 99.92%.
An intermediate in the preparation of orally active reversible P2Y12 receptor antagonist for prevention of thrombosis.
Computed Properties
Molecular Weight:217.26
XLogP3:-1
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:3
Exact Mass:217.13140809
Monoisotopic Mass:217.13140809
Topological Polar Surface Area:73.9
Heavy Atom Count:15
Complexity:234
Defined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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2-[[(3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
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