p-tolyl 3,4-di-O-acetyl-2,6-dideoxy-1-thio-α-L-lyxo-hexopyranoside

Base Information

• Chemical Name: p-tolyl 3,4-di-O-acetyl-2,6-dideoxy-1-thio-α-L-lyxo-hexopyranoside
• CAS No.: 904285-74-1
• Molecular Formula: C₁₇H₂₂O₅S
• Molecular Weight: 338.425
• Mol file: 904285-74-1.mol

Synonyms:p-tolyl 3,4-di-O-acetyl-2,6-dideoxy-1-thio-α-L-lyxo-hexopyranoside

Chemical Property of p-tolyl 3,4-di-O-acetyl-2,6-dideoxy-1-thio-α-L-lyxo-hexopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of p-tolyl 3,4-di-O-acetyl-2,6-dideoxy-1-thio-α-L-lyxo-hexopyranoside

There total 4 articles about p-tolyl 3,4-di-O-acetyl-2,6-dideoxy-1-thio-α-L-lyxo-hexopyranoside 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: 81.0%

para-thiocresol (106-45-6) + 3,4-di-O-acetyl-L-fucal (54621-94-2) → p-tolyl 3,4-di-O-acetyl-2,6-dideoxy-1-thio-α-L-lyxo-hexopyranoside (904285-74-1)

Guidance literature:

With ammonium cerium(IV) nitrate; In acetonitrile; at -78 - 20 ℃; for 4h;

DOI:10.1016/j.carres.2006.03.018

Reference yield:

para-thiocresol (106-45-6) + 3,4-di-O-acetyl-L-fucal (54621-94-2) → p-tolyl 3,4-di-O-acetyl-2,6-dideoxy-1-thio-α-L-lyxo-hexopyranoside (904285-74-1) + p-tolyl 3,4-di-O-acetyl-2-deoxy-1-thio-α-D-fucopyranoside

Guidance literature:

With trimethylsilyl bromide; In neat (no solvent); at 20 ℃; for 3h; under 760.051 Torr; Overall yield = 89 %; diastereoselective reaction; Inert atmosphere; Green chemistry;

DOI:10.3762/bjoc.12.164

Reference yield:

C10H15N3O5 (1579976-68-3) + para-thiocresol (106-45-6) → p-tolyl 3,4-di-O-acetyl-2,6-dideoxy-1-thio-α-L-lyxo-hexopyranoside (904285-74-1) + p-tolyl 4-O-acetyl-3-azido-2,3,6-trideoxy-1-thio-α-L-lyxo-hexopyranoside + p-tolyl 4-O-acetyl-3-azido-2,3,6-trideoxy-1-thio-β-L-lyxo-hexopyranoside

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃;

DOI:10.1039/c4ra01056f

upstream raw materials:

para-thiocresol

3,4-di-O-acetyl-L-fucal

C₁₀H₁₅N₃O₅

Downstream raw materials:

n-octyl 3,4-di-O-acetyl-2,6-dideoxy-α-L-lyxo-hexopyranosyl-(1->2)-3-azido-4,6-di-O-benzoyl-3-deoxy-β-D-galactopyranoside