Dapagliflozin-d5

Base Information

• Chemical Name: Dapagliflozin-d5
• CAS No.: 1204219-80-6
• Molecular Formula: C21H20ClD5O6
• Molecular Weight: 413.839
• Mol file: 1204219-80-6.mol

Synonyms:Dapagliflozin-d5;(1S)-1,5-Anhydro-1-C-[4-chloro-3-[[4-(ethoxy-1,1,2,2,2-d5)phenyl]methyl]phenyl]-D-glucitol

Chemical Property of Dapagliflozin-d5

Chemical Property:

• PSA: 99.38000
• LogP: 1.84440
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly)

Purity/Quality:

97% ^*data from raw suppliers

Dapagliflozin-D5 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Labeled Dapagliflozin, Dapagliflozin-d5 can be intended for use as an internal standard for the quantification of Dapagliflozin by GC- or LC-mass spectrometry. Dapagliflozin-D5 is a labelled analogue of Dapagliflozin (D185370), a selective sodium-glucose cotransporter-2 inhibitor that reduces renal glucose reabsorption and is used to treat patients with type 2 diabetes.

Technology Process of Dapagliflozin-d5

There total 11 articles about Dapagliflozin-d5 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 76.0%

(2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-hydroxybenzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol (864070-37-1) + 4-methylbenzenesulfonic acid [D5]ethyl ester (59034-23-0) → (2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-(ethoxy-d5)benzyl)-phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol (1204219-80-6)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; caesium carbonate; In N,N-dimethyl-formamide; at 40 ℃; for 12h; Inert atmosphere;

DOI:10.1021/jm401780b

Reference yield: 44.0%

→ (2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-(ethoxy-d5)benzyl)-phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol (1204219-80-6)

Guidance literature:

Reference yield:

(3R,4S,5S,6R)-2-(4-chloro-3-(4-(ethoxy-1,1-d2)benzyl)phenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol (1204219-65-7) → (2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-(ethoxy-d5)benzyl)-phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol (1204219-80-6)

Guidance literature:

With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane; acetonitrile; at -15 - -10 ℃;

upstream raw materials:

(3R,4S,5S,6R)-2-(4-chloro-3-(4-(ethoxy-1,1-d2)benzyl)phenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol

[4-(5-bromo-2-chloro-benzyl)-phenoxy]-tert-butyl-dimethyl-silane

(2S,3R,4S,5S,6R)-2-(4-chloro-3-(4-hydroxybenzyl)phenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol

(2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-hydroxybenzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

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