EMpagliflozin iMpurity 10

Base Information

• Chemical Name: EMpagliflozin iMpurity 10
• CAS No.: 2069942-68-1
• Molecular Formula: C₃₂H₃₇ClO₁₂
• Molecular Weight: 649.092
• Mol file: 2069942-68-1.mol

Synonyms:

Chemical Property of EMpagliflozin iMpurity 10

Chemical Property:

Purity/Quality:

NLT 98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of EMpagliflozin iMpurity 10

There total 11 articles about EMpagliflozin iMpurity 10 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: 94.0%

(2S,3R,4S,5S,6R)-2-(4-chloro-3-(4-(((S)-tetrahydrofuran-3-yl)oxy)benzyl)phenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol (1279691-36-9) + acetic anhydride (108-24-7) → (2S,3R,4S,5R,6R)-6-(acetoxymethyl)-2-(4-chloro-3-(4-(((S)-tetrahydrofuran-3-yl)oxy)benzyl)phenyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triyl triacetate (2069942-68-1)

Guidance literature:

With dmap; triethylamine; In tetrahydrofuran;

DOI:10.1021/ol501755h

Reference yield:

methyl-1-C-(4-chloro-3-{4-[(3S)-tetrahydrofuran-3-yloxy]benzyl}phenyl)-D-glucopyranoside (915095-96-4) + acetic anhydride (108-24-7) → methyl-2,4,6-tetra-O-acetyl-1-C-(4-chloro-3-{4-[(3S)-tetrahydrofuran-3-yloxy]benzyl}phenyl)-D-glucopyranoside (2069942-68-1)

Guidance literature:

With dmap; In pyridine; dichloromethane; at -5 - 30 ℃; Large scale;

Reference yield:

(S)-(2-chloro-5-iodophenyl)(4-((tetrahydrofuran-3-yl)oxy)phenyl)methanone (915095-87-3) → (2S,3R,4S,5R,6R)-6-(acetoxymethyl)-2-(4-chloro-3-(4-(((S)-tetrahydrofuran-3-yl)oxy)benzyl)phenyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triyl triacetate (2069942-68-1)

Guidance literature:

Multi-step reaction with 5 steps

1: aluminum (III) chloride; 1,1,3,3-Tetramethyldisiloxane / toluene / 2.5 h / 0 - 23 °C

2: isopropylmagnesium chloride; lithium chloride / tetrahydrofuran / 1.5 h / -20 - 10 °C

3: hydrogenchloride / isopropyl alcohol / 5 h / 38 - 42 °C / pH 2

4: hydrogenchloride / isopropyl alcohol; methanol

5: triethylamine; dmap / tetrahydrofuran

With hydrogenchloride; dmap; aluminum (III) chloride; 1,1,3,3-Tetramethyldisiloxane; isopropylmagnesium chloride; triethylamine; lithium chloride; In tetrahydrofuran; methanol; isopropyl alcohol; toluene;

DOI:10.1021/ol501755h

upstream raw materials:

(S)-(2-chloro-5-iodophenyl)(4-((tetrahydrofuran-3-yl)oxy)phenyl)methanone

(3S)-3-[4-[(2-chloro-5-iodophenyl)methyl]phenoxy]tetrahydrofuran

(2S,3R,4S,5S,6R)-2-(4-chloro-3-(4-(((S)-tetrahydrofuran-3-yl)oxy)benzyl)phenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol

acetic anhydride

Downstream raw materials:

(2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(4-chloro-3-(4-(((S)-tetrahydrofuran-3-yl)oxy)benzyl)phenyl)tetrahydro-2H-pyran-3,4,5-trityl triacetate

C₃₁H₃₅ClO₁₁