4-O-benzoyl-3-O-methanesulfonyl-2,6-dideoxy-α-D-ribo-hexopyranose

Base Information

• Chemical Name: 4-O-benzoyl-3-O-methanesulfonyl-2,6-dideoxy-α-D-ribo-hexopyranose
• CAS No.: 325474-95-1
• Molecular Formula: C₁₄H₁₈O₇S
• Molecular Weight: 330.359
• Mol file: 325474-95-1.mol

Synonyms:4-O-benzoyl-3-O-methanesulfonyl-2,6-dideoxy-α-D-ribo-hexopyranose

Chemical Property of 4-O-benzoyl-3-O-methanesulfonyl-2,6-dideoxy-α-D-ribo-hexopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-O-benzoyl-3-O-methanesulfonyl-2,6-dideoxy-α-D-ribo-hexopyranose

There total 2 articles about 4-O-benzoyl-3-O-methanesulfonyl-2,6-dideoxy-α-D-ribo-hexopyranose 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: 84.0%

methyl 4-O-benzoyl-3-O-methanesulfonyl-2,6-dideoxy-α-D-ribo-hexopyranoside (72062-68-1) → 4-O-benzoyl-3-O-methanesulfonyl-2,6-dideoxy-α-D-ribo-hexopyranose (325474-95-1)

Guidance literature:

With hydrogenchloride; acetic acid; for 1.5h; Heating;

DOI:10.1016/S0040-4020(00)00868-1

Reference yield:

Benzoic acid (2S,3R,4S,6S)-2-bromomethyl-4-methanesulfonyloxy-6-methoxy-tetrahydro-pyran-3-yl ester (72062-67-0) → 4-O-benzoyl-3-O-methanesulfonyl-2,6-dideoxy-α-D-ribo-hexopyranose (325474-95-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / H₂; Et₃N / Raney nickel / methanol; H₂O / 12 h / 20 °C

2: 84 percent / aq. HOAc; aq. HCl / 1.5 h / Heating

With hydrogenchloride; hydrogen; acetic acid; triethylamine; nickel; In methanol; water;

DOI:10.1016/S0040-4020(00)00868-1

Reference yield: 87.0%

acetic anhydride (108-24-7) + 4-O-benzoyl-3-O-methanesulfonyl-2,6-dideoxy-α-D-ribo-hexopyranose (325474-95-1) → acetyl 4-O-benzoyl-3-O-methanesulfonyl-2,6-dideoxy-α-D-ribo-hexopyranosside (325474-97-3)

Guidance literature:

With pyridine; at 0 ℃; for 14h;

DOI:10.1016/S0040-4020(00)00868-1

upstream raw materials:

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

Benzoic acid (2S,3R,4S,6S)-2-bromomethyl-4-methanesulfonyloxy-6-methoxy-tetrahydro-pyran-3-yl ester

Downstream raw materials:

acetyl 4-O-benzoyl-3-O-methanesulfonyl-2,6-dideoxy-α-D-ribo-hexopyranosside

Benzoic acid (2R,3S,4R,6R)-6-acetoxy-4-azido-2-methyl-tetrahydro-pyran-3-yl ester

Benzoic acid (2R,3S,4R,6R)-4-azido-6-(1-hydroxy-6,8-dimethoxy-3-methyl-7,12-dioxo-7,12-dihydro-benzo[a]anthracen-2-yl)-2-methyl-tetrahydro-pyran-3-yl ester

Benzoic acid (2R,3R,4S,6R)-6-(1-hydroxy-6,8-dimethoxy-3-methyl-7,12-dioxo-7,12-dihydro-benzo[a]anthracen-2-yl)-4-methanesulfonyloxy-2-methyl-tetrahydro-pyran-3-yl ester