L-Xylopyranose, 5-C-[4-chloro-3-[(4-ethoxyphenyl)Methyl]phenyl]-, 1,2,3,4-tetraacetate,(5S)-

Base Information

• Chemical Name: L-Xylopyranose, 5-C-[4-chloro-3-[(4-ethoxyphenyl)Methyl]phenyl]-, 1,2,3,4-tetraacetate,(5S)-
• CAS No.: 1018898-84-4
• Molecular Formula: C28H31ClO10
• Molecular Weight: 563.001
• Mol file: 1018898-84-4.mol

Synonyms:L-Xylopyranose, 5-C-[4-chloro-3-[(4-ethoxyphenyl)Methyl]phenyl]-, 1,2,3,4-tetraacetate,(5S)-

Chemical Property of L-Xylopyranose, 5-C-[4-chloro-3-[(4-ethoxyphenyl)Methyl]phenyl]-, 1,2,3,4-tetraacetate,(5S)-

Chemical Property:

• PSA: 123.66000
• LogP: 4.08510

Purity/Quality:

99%+, ^*data from raw suppliers

(3S,4R,5S,6S)-6-(4-chloro-3-(4-ethoxybenzyl)phenyl)tetrahydro-2H-pyran-2,3,4,5-tetrayltetraacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of L-Xylopyranose, 5-C-[4-chloro-3-[(4-ethoxyphenyl)Methyl]phenyl]-, 1,2,3,4-tetraacetate,(5S)-

There total 14 articles about L-Xylopyranose, 5-C-[4-chloro-3-[(4-ethoxyphenyl)Methyl]phenyl]-, 1,2,3,4-tetraacetate,(5S)- 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: 86.6%

(4-chloro-3-(4-ethoxybenzyl)phenyl)((3aS,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuran[2,3-d][1,3]dioxolan-5-yl)methanol + acetic anhydride (108-24-7) → acetic acid (3S,4R,5S,6S)-2,4,5-triacetoxy-6-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-tetrahydropyran-3-yl ester (1018898-84-4)

Guidance literature:

(4-chloro-3-(4-ethoxybenzyl)phenyl)((3aS,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuran[2,3-d][1,3]dioxolan-5-yl)methanol; With acetic acid; In water; at 100 ℃;

acetic anhydride; With pyridine; at 0 - 30 ℃; for 5h;

Reference yield:

(3aS,5S,6R,6aS)-5-((S)-(4-chloro-3-(4-ethoxybenzyl)phenyl)(hydroxy)methyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol + acetyl chloride (75-36-5) → acetic acid (3S,4R,5S,6S)-2,4,5-triacetoxy-6-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-tetrahydropyran-3-yl ester (1018898-84-4)

Guidance literature:

(3aS,5S,6R,6aS)-5-((S)-(4-chloro-3-(4-ethoxybenzyl)phenyl)(hydroxy)methyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol; With acetic acid; In water; at 100 ℃; for 15h;

acetyl chloride; With pyridine; at 0 - 20 ℃; for 2h;

Reference yield:

(3S,4R,5R,6S)-6-(4-chloro-3-(4-ethoxybenzyl)phenyl)-tetrahydro-2H-pyran-2,3,4,5-tetraol + acetic anhydride (108-24-7) + acetic acid (64-19-7,77671-22-8) → acetic acid (3S,4R,5S,6S)-2,4,5-triacetoxy-6-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-tetrahydropyran-3-yl ester (1018898-84-4)

Guidance literature:

(3S,4R,5R,6S)-6-(4-chloro-3-(4-ethoxybenzyl)phenyl)-tetrahydro-2H-pyran-2,3,4,5-tetraol; acetic acid; In water; at 100 ℃; for 15h;

acetic anhydride; With pyridine; at 0 - 20 ℃;

upstream raw materials:

acetyl chloride

acetic anhydride

acetic acid

2-chloro-5-iodobenzoylchloride

Downstream raw materials:

dapagliflozin

(2S,3R,4S)-2-(4-chloro-3-(4-ethoxybenzyl)phenyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate

acetic acid (2S,3S,4R,5S,6S)-4,5-diacetoxy-2-bromo-6-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-tetrahydropyran-3-yl ester

Refernces

• 1、 -. "Solid forms of (2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-ethoxybenzyl)phenyl)-6-(methylthio)tetrahydro-2H-pyran-3,4,5-triol and methods of their use". Page/Page column 9. . Retrieved 2011/06/26.
• 2、 -. "METHODS AND COMPOUNDS USEFUL FOR THE PREPARATION OF SODIUM GLUCOSE CO-TRANSPORTER 2 INHIBITORS". Page/Page column 10. . Retrieved 2009/02/11.