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376608-65-0

376608-65-0 Structure

376608-65-0 Structure
IdentificationBack Directory
[Name]

2-((3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yloxy)ethanol L-tataric acid
[CAS]

376608-65-0
[Synonyms]

2-(((3aS,4R,6S,6aR)
tetrahydro-3aH-cycL
openta[d][1,3]dioxoL
Tricagrelor Impurity 4
Ticagrelor intermediate
Ticagrelor side chain 1
Ticagrelor InterMediate 2
Ticagrelor Impurity 87 Tartrate
Purity Chemical Ticagrelor Intermediates
2-(((3aR,4S,6R,6aS)-6-Amino-2,2-dimethyL
Ticagrelor Related Compound 38(L-Tartaric acid)
L-Valine, 3-methyl-N-(trifluoroacetyl)- (9CI) in stock
2-((3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclop...
2-[[(3AR,4S,6R,6AS)-6-AMINOTETRAHYDRO-2,2-DIMET CAS:376608-65-0
2-[[(3aR,4S,6R,6aS)-6-AMinotetrahydro-2,2-diMethyl-4H-cyclopenta-1,3-
2-(((3AR,4S,6R,6aS)-6-Amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d]-[1,3]dioxol-4-yl)oxy)etha
2-((3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yloxy)ethanol L
2-[((3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy]-1-ethanol
2-((3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yloxy)ethanol L-tat
2-[[(3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]-ethanol(2R,3R)
2-[[3aR,4s,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol-L-tartrate
2-((3aR,4S,6R,6aS)-6-aMino-2,2-diMethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yloxy)ethanol L-tartrate
2-{[(3aR,4S,6R,6aS)-6-Amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl]oxy}ethanol Tartarate
((3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yloxy)ethanol L-tataric acid
2-((3aR,4S,6R,6aS)-6-aMino-2,2-diMethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yloxy)ethanol L-tataric aci
2-((3ar,4s,6r,6as)-6-amino-2,2-dimethyltetrahydro-3ah-cyclopenta[d][1,3]dioxol-4-yloxy)ethanol l-talaric acid
2-((3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yloxy)ethanol L-tataric acid
2-((3aR,4S,6R,6aS)-6-aMino-2,2-diMethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yloxy)ethanol L-tartaric acid
2-((3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yloxy)ethanol L-tataric acid22
2-[{(3αR,4S,6R,6αS)-6-amino-2,2-dimethyltetrahydro-3αH-cyclopenta[d][1,3]dioxol-4-yl]-oxy}-ethanol L-tataric acid
2-((3aR,4S,6R,6aS)-6-aMino-2,2-diMethyltetrahydro-3aH-cyclopenta[d] [1,3]dioxol-4-yloxy)ethanol L-Tartaric Acid(1:1)
2-{[(3aR,4S,6R,6aS)-6-amino- 2,2-dimethyltetrahydro-3aH- cyclopenta[d][1,3]-dioxol-4-yl] oxy}-1-ethol L-tartaric acid
2-[((3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy]-1-ethanol L-tartaric acid salt
(3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]-ethanol(2R,3R)-2,3-dihydroxybutanedioate
2-[[(aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]-ethanol (2R,3R)-2,3-dihydroxybutanedioate
2-[[(3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]-ethanol (2R,3R)-2,3-dihydroxybutanedioate
2-(((3AR,4S,6R,6AS)-6-AMINO-2,2-DIMETHYLTETRAHYDRO-3AH-CYCLOPENTA[D][1,3]DIOXOL-4-YL)OXY)ETHANOL (2R,3R)-2,3-DIHYDROXYSUCCINATE
Ticagrelor Intermediates 3-Carboxy-2,3-dihydroxy-propionate6-(2-hydroxy-ethoxy)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-
2-((3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yloxy)ethanol L-tataric acid ISO 9001:2015 REACH
2-(((3aS,4R,6S,6aR)-6-amino-2,2-dimethyltetrahydro-4H-cyclopenta[d][1,3]dioxol-4-yl)oxy)ethan-1-ol (2R,3R)-2,3-dihydroxysuccinate
2-(((3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-4H-cyclopenta[d][1,3]dioxol-4-yl)oxy)ethan-1-ol (2R,3R)-2,3-dihydroxysuccinate
2-[[(3aR, 4S, 6R, 6aS)6-aMinotetrahydro-2,2-diMethyl-4-H-cyclopenta-1,3-dioxol-4-yl]oxy]-(2R,3R)-2,3-dihydroxybutanedioate ethanol
(2R,3R)-2,3-dihydroxybutanedioic acid 2-{[(3aR,4S,6R,6aS)-6-amino-2,2-dimethyl-hexahydrocyclopenta[d][1,3]dioxol-4-yl]oxy}ethan-1-ol
Ethanol, 2-[[(3aR,4S,6R,6aS)-6-aMinotetrahydro-2,2-diMethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]-, (2R,3R)-2,3-dihydroxybutanedioate (1:1)
2-[[(3aR,4S,6R,6aS)-6-aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]-Ethanol (2R,3R)-2,3-dihydroxybutanedioate (1:1) (salt)
Ethanol, 2-[[(3aR,4S,6R,6aS)-6-aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]-, (2R,3R)-2,3-dihydroxybutanedioate (1:1) (salt)
2-(((3aR,4S,6R,6aS)-6-Amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy)ethanol (2R,3R,4S,5R)-2,3,4,5-tetrahydroxyhexanedioate
2-((3aR,4R,6R,6aR)-6-Amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yloxy)ethanol L-tataric acid
Ethanol, 2-[[(3aR,4S,6R,6aS)-6-aMinotetrahydro-2,2-diMethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]-, (2R,3R)-2,3-dihydroxybutanedioate (1:1) (salt) (9CI)
2 - [[(3 ar, 4 s, 6 r, as) - 6 - hydrogen amino 4-2, 2 - dimethyl - 4 h - ring e shigeru and evil - 1, 3-2-4 - base] oxygen radicals] ethanol (2 r, 3 r) - 2, 3 - dihydroxy succinic acid salt
2-(((3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy)ethanol (2R,3R)-2,3-dihydroxysuccinate or 2-((3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yloxy)ethanol L-tataric acid
[EINECS(EC#)]

1308068-626-2
[Molecular Formula]

C16H29NO12
[MDL Number]

MFCD23135511
[MOL File]

376608-65-0.mol
[Molecular Weight]

427
Chemical PropertiesBack Directory
[storage temp. ]

Keep in dark place,Sealed in dry,Room Temperature
[InChI]

InChI=1/C10H19NO4.C4H6O6/c1-10(2)14-8-6(11)5-7(9(8)15-10)13-4-3-12;5-1(3(7)8)2(6)4(9)10/h6-9,12H,3-5,11H2,1-2H3;1-2,5-6H,(H,7,8)(H,9,10)/t6-,7+,8+,9-;1-,2-/s3
[InChIKey]

XEYNXCGNMKWIDO-PLHQUINWNA-N
[SMILES]

[C@H](O)(C(=O)O)[C@@H](O)C(=O)O.O([C@H]1C[C@@H](N)[C@]2([H])OC(C)(C)O[C@]12[H])CCO |&1:0,5,11,13,15,22,r|
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H319
[Precautionary statements ]

P305+P351+P338
[Safety Statements ]

24/25
[HS Code ]

29329990
Hazard InformationBack Directory
[Chemical Properties]

White to off-white powder
[Uses]

2-[[(3aR,4S,6R,6aS)-6-aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]-Ethanol (2R,3R)-2,3-dihydroxybutanedioate is a useful building block, most frequently used in the preparation of the antithrombotic agent Ticagrelor.
[Application]

2-((3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yloxy)ethanol L-tataric acid could be used to synthesis 2-[((3aR,4S,6R,6aS)-6-{[5-nitro-6-chloro-2-(propylthio)- 4-pyrimidinyl]amino}-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxoI-4-yl)oxy]-1-ethanol.
2-((3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yloxy)ethanol L-tataric acid
[Synthesis]

Put 50g of benzyl ((3aS,4R,6S,6aR)-6-(2-hydroxyethoxy)-2,2-dimethyltetrahydro-4H-cyclopenta[d][1,3]dioxol-4-yl)carbamate and 250 mL of methanol into a 1L four-necked flask 1.Add 10 g of 10% palladium carbon and 22.4 g of ammonium formate to bottle 1 at 20-30°C. After the addition, the temperature is raised to 40-50°C, and the reaction is stirred for 10 hours and filtered with suction. The filtrate was transferred to a 1L four-neck flask 2, and the temperature was raised to 40-50°C again. 21.4g L-tartaric acid was added to batches 2 while stirring. Then, continue to stir the reaction for 1 hour, slowly lower the temperature to 10-20°C, and stir the reaction for 2 hours, and a large number of white solids can be seen to precipitate. Continue to lower the temperature to 0-10°C and react for 0.5h, then suction filter and wash the filter cake once with 50mL ethanol. The filter cake was dried under reduced pressure at 40° C. for 4 hours to obtain 45.7 g of white powdery solid 2-((3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yloxy)ethanol L-tataric acid with a yield of 87.47%.
2-((3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yloxy)ethanol L-tataric acid
Spectrum DetailBack Directory
[Spectrum Detail]

2-((3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yloxy)ethanol L-tataric acid(376608-65-0)1HNMR
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