(2R,3S,4R,5R)-2-(hydroxyMethyl)-5-(6-((2-(Methylth
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(2R,3S,4R,5R)-2-(hydroxyMethyl)-5-(6-((2-(Methylth
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CAS No:
163706-58-9
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Formula:
C16H22F3N5O4S2
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Chemical Name:
(2R,3S,4R,5R)-2-(hydroxyMethyl)-5-(6-((2-(Methylth
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Synonyms:
N6-(2-methylthioethyl)-2-(3,3,3-trifluoropropylthi
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CAS No:
Safety Information
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P264, P280, P302+P352, P321, P332+P313, and P362|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
(2R,3S,4R,5R)-2-(hydroxyMethyl)-5-(6-((2-(Methylth Use and Manufacturing
The crude product obtained in Example 38 (60.3 g)And potassium carbonate (199g, 1.44mol)Added to 600 ml of isopropanol, Heat to reflux for 2 h. Concentrate to dryness under reduced pressure, add 300ml water, acetic acid to adjust the pH ~ 7, After stirring 0.5 h, the mixture was filtered and the filter cake was dried to give 33.8 g of pale yellow solid.The three-step total yield was 75percent (based on the compound of formula (10)) and the HPLC purity was 97.9percent.The crude product obtained in Example 38 (60.3 g) and potassium carbonate (199 g, 1.44 mol) were added to 600 ml of isopropanol and heated under reflux for 2 h. The mixture was concentrated to dryness under reduced pressure, 300 ml of water was added, and the pH was adjusted to 7 with acetic acid. After stirring for 0.5 h, the filter cake was dried to give a yellowish color.33.8 g of color solid, 75percent overall yield over three steps (based on compound of formula (10)), HPLC purity 97.9percent.Sodium hydride (4.2 g, 0.105 mol) was added to a solution of DMF (30 mL) and then at 0~5 ° C, The compound 3, 3, 3-trifluoropropanethiol prepared in Example 6 was added(8g, 0.06mol), the reaction was stirred for half an hour while maintaining the temperature, A solution of compound VII obtained in Example 7 in DMF (20 mL)After the addition was completed, the reaction solution was warmed to 70~80 ° C and incubated for 2.5 hours to complete the reaction. The reaction solution was cooled to room temperature, Water (100 mL) was added, a yellow solid was precipitated, suction filtered, The filter cake was recrystallized from a mixed solution of ethanol (40 mL) and water (30 mL), and suction-filtered to give TEPAD, a known canonical intermediate of cangrelor, Compound I: 9 g, HPLC purity 99.9percent The six-step total molar yield of TEPAD, a known key intermediate to cangrelor, was 36.7percent.
Computed Properties
Molecular Weight:469.5
XLogP3:2.6
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:13
Rotatable Bond Count:9
Exact Mass:469.10653103
Monoisotopic Mass:469.10653103
Topological Polar Surface Area:176
Heavy Atom Count:30
Complexity:556
Defined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Recommended Suppliers of (2R,3S,4R,5R)-2-(hydroxyMethyl)-5-(6-((2-(Methylth
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CN
YRS
Business licensedTrader Supplier of Pharmaceutical intermediatesInquiryUnit Price: $3 /KG EXWCAS No.: 163706-58-9Grade: Industrial GradeContent: 99%
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(2R,3S,4R,5R)-2-(hydroxyMethyl)-5-(6-((2-(Methylth
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