β-L-Xylopyranoside, Methyl 5-C-[4-chloro-3-[(4-ethoxyphenyl)Methyl]phenyl]-1-thio-, 2,3,4-triacetate,(5S)-

Base Information

• Chemical Name: β-L-Xylopyranoside, Methyl 5-C-[4-chloro-3-[(4-ethoxyphenyl)Methyl]phenyl]-1-thio-, 2,3,4-triacetate,(5S)-
• CAS No.: 1018899-03-0
• Molecular Formula: C₂₇H₃₁ClO₈S
• Molecular Weight: 551.057
• Mol file: 1018899-03-0.mol

Synonyms:[(2S,3S,4R,5S,6R)-4,5-diacetoxy-2-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-6-methylthiotetrahydropyran-3-yl]acetate

Chemical Property of β-L-Xylopyranoside, Methyl 5-C-[4-chloro-3-[(4-ethoxyphenyl)Methyl]phenyl]-1-thio-, 2,3,4-triacetate,(5S)-

Chemical Property:

• Boiling Point: 617.6±55.0 °C(Predicted)
• Density: 1.30±0.1 g/cm3(Predicted)

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of β-L-Xylopyranoside, Methyl 5-C-[4-chloro-3-[(4-ethoxyphenyl)Methyl]phenyl]-1-thio-, 2,3,4-triacetate,(5S)-

There total 17 articles about β-L-Xylopyranoside, Methyl 5-C-[4-chloro-3-[(4-ethoxyphenyl)Methyl]phenyl]-1-thio-, 2,3,4-triacetate,(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: 100.0%

(2S,3R,4R,5S,6R)-2-[4-chloro-3-(4-ethoxybenzyl)phenyl]-6-(methylsulfanyl)tetrahydro-2-H-pyran-3,4,5-triol (1018899-04-1) + acetic anhydride (108-24-7) → [(2S,3S,4R,5S,6R)-4,5-diacetoxy-2-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-6-methylthiotetrahydropyran-3-yl]acetate (1018899-03-0)

Guidance literature:

With pyridine; dmap; In dichloromethane; at 20 - 30 ℃; for 1h;

Reference yield: 87.0%

(5S)-5-fluoro-2,3,4-tri-O-acetyl-1-C-[4-chloro-3-(4-ethoxybenzyl)]phenyl-β-D-xylopyranoside + tributyl(methylthio)stannane (17314-32-8) → [(2S,3S,4R,5S,6R)-4,5-diacetoxy-2-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-6-methylthiotetrahydropyran-3-yl]acetate (1018899-03-0)

Guidance literature:

With silver trifluoromethanesulfonate; tin(IV) chloride; In 1,2-dichloro-ethane; toluene; at 0 ℃; for 16h; Inert atmosphere;

Reference yield: 60.0%

CeCl3.7H2O + N,N-diisopropylethylamine (DIPEA) + ketone (4-chloro-3-(4-ethoxybenzyl)phenyl)-((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methanone → [(2S,3S,4R,5S,6R)-4,5-diacetoxy-2-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-6-methylthiotetrahydropyran-3-yl]acetate (1018899-03-0) + triacetate (2S,3S,4R,5S,6R)-2-(4-chloro-3-(4-ethoxybenzyl)phenyl)-6-(methylthio)tetrahydro-2H-pyran-3,4,5-triyltriacetate

Guidance literature:

With pyridine; sodium tetrahydroborate; Ac₂O; acetic acid; thiourea; methyl iodide; In 1,4-dioxane; methanol; water;

upstream raw materials:

(2S,3R,4R,5S,6R)-2-[4-chloro-3-(4-ethoxybenzyl)phenyl]-6-(methylsulfanyl)tetrahydro-2-H-pyran-3,4,5-triol

acetic anhydride

2-chloro-5-iodobenzoylchloride

2-chloro-5-iodobenzoic acid

Downstream raw materials:

(2S,3R,4R,5S,6R)-2-[4-chloro-3-(4-ethoxybenzyl)phenyl]-6-(methylsulfanyl)tetrahydro-2-H-pyran-3,4,5-triol