p-tolyl 2,3,4-tri-O-acetyl-1-thio-α-L-rhamnopyranoside

Base Information

• Chemical Name: p-tolyl 2,3,4-tri-O-acetyl-1-thio-α-L-rhamnopyranoside
• CAS No.: 620951-70-4
• Molecular Formula: C₁₉H₂₄O₇S
• Molecular Weight: 396.461
• Hs Code.: 2938909090
• Mol file: 620951-70-4.mol

Synonyms:p-tolyl 2,3,4-tri-O-acetyl-1-thio-α-L-rhamnopyranoside

Chemical Property of p-tolyl 2,3,4-tri-O-acetyl-1-thio-α-L-rhamnopyranoside

Chemical Property:

Purity/Quality:

≥95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of p-tolyl 2,3,4-tri-O-acetyl-1-thio-α-L-rhamnopyranoside

There total 12 articles about p-tolyl 2,3,4-tri-O-acetyl-1-thio-α-L-rhamnopyranoside 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: 90.0%

L-rhamnose (73-34-7) + acetic anhydride (108-24-7) + para-thiocresol (106-45-6) → p-tolyl 2,3,4-tri-O-acetyl-1-thio-α-L-rhamnopyranoside (620951-70-4)

Guidance literature:

L-rhamnose; acetic anhydride; With hydrogen bromide; In acetic acid; at 0 - 20 ℃;

With hydrogen bromide; In acetic acid; at 0 - 20 ℃;

para-thiocresol; With tetra(n-butyl)ammonium hydrogensulfate; sodium hydrogencarbonate; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1002/ejoc.200500646

Reference yield: 88.0%

para-thiocresol (106-45-6) + 1,2,3,4-O-tetraacetyl-α-L-rhamnopyranose (30021-94-4) → p-tolyl 2,3,4-tri-O-acetyl-1-thio-α-L-rhamnopyranoside (620951-70-4)

Guidance literature:

With boron trifluoride diethyl etherate; at 20 ℃; for 0.5h; Ionic liquid;

DOI:10.1080/07328303.2011.605195

Reference yield: 88.0%

di(p-tolyl) disulfide (103-19-5) + 1,2,3,4-O-tetraacetyl-α-L-rhamnopyranose (30021-94-4) → p-tolyl 2,3,4-tri-O-acetyl-1-thio-α-L-rhamnopyranoside (620951-70-4)

Guidance literature:

With triethylsilane; boron trifluoride diethyl etherate; at 20 ℃; for 1h; Ionic liquid;

DOI:10.1055/s-0030-1260966

upstream raw materials:

para-thiocresol

1,2,3,4-O-tetraacetyl-α-L-rhamnopyranose

2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl iodide

L-rhamnose

Downstream raw materials:

(2S,3S,4R,5R,6S)-2-methyl-6-(p-tolylthio)tetrahydro-2H-pyranol

2,3,4-O-tribenzyl-α-L-rhamnosyl(1->3)-4-O-acetyl-2-O-benzoyl-1-(4-tolyl)thio-α-L-rhamnopyranoside

2,3,4-O-tribenzyl-α-L-rhamnosyl(1->3)-4-O-acetyl-2-O-benzoyl-1-O-trichloroacetimido-α-L-rhamnopyranoside

2,3,4-tri-O-benzyl-L-rhamnopyranose