methyl 3-O-benzoyl-2,6-dideoxy-4-thio-α-D-ribo-hexopyranoside

Base Information

• Chemical Name: methyl 3-O-benzoyl-2,6-dideoxy-4-thio-α-D-ribo-hexopyranoside
• CAS No.: 152844-41-2
• Molecular Formula: C₁₄H₁₈O₄S
• Molecular Weight: 282.361
• Mol file: 152844-41-2.mol

Synonyms:methyl 3-O-benzoyl-2,6-dideoxy-4-thio-α-D-ribo-hexopyranoside

Chemical Property of methyl 3-O-benzoyl-2,6-dideoxy-4-thio-α-D-ribo-hexopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3-O-benzoyl-2,6-dideoxy-4-thio-α-D-ribo-hexopyranoside

There total 2 articles about methyl 3-O-benzoyl-2,6-dideoxy-4-thio-α-D-ribo-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:

Thiobenzoic acid S-((2R,3R,4R,6S)-6-methoxy-2-methyl-4-trifluoromethanesulfonyloxy-tetrahydro-pyran-3-yl) ester → methyl 3-O-benzoyl-2,6-dideoxy-4-thio-α-D-ribo-hexopyranoside (152844-41-2)

Guidance literature:

With water; In dichloromethane; for 1h; Yield given;

DOI:10.1016/0040-4020(95)00059-H

Reference yield:

methyl 4-S-benzoyl-2,6-dideoxy-4-thio-α-D-arabino-hexopyranoside (152870-51-4) → methyl 3-O-benzoyl-2,6-dideoxy-4-thio-α-D-ribo-hexopyranoside (152844-41-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 mg / pyridine / CH₂Cl₂ / 2 h / 20 °C

2: 34 mg / pyridine; H₂O / 1,2-dichloro-ethane / 1 h / Heating

With pyridine; water; In dichloromethane; 1,2-dichloro-ethane;

DOI:10.1039/b006113l

Reference yield: 90.0%

methyl 3-O-benzoyl-2,6-dideoxy-4-thio-α-D-ribo-hexopyranoside (152844-41-2) + methyl iodide (74-88-4) → methyl 3-O-benzoyl-2,6-dideoxy-4-S-methyl-4-thio-α-D-ribo-hexopyranoside (152844-42-3)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; for 0.166667h; Ambient temperature;

DOI:10.1016/0040-4020(95)00059-H

upstream raw materials:

methyl 4-S-benzoyl-2,6-dideoxy-4-thio-α-D-arabino-hexopyranoside

Downstream raw materials:

methyl 3-O-benzoyl-2,6-dideoxy-4-S-methyl-4-thio-α-D-ribo-hexopyranoside

Methyl 3-O,4-S-dibenzoyl-2,6-dideoxy-4-thio-α-D-ribo-hexopyranoside