methyl (3S)-3-azido-2-O-benzyl-4,6-O-benzylidene-3-C-carboxy-3-deoxy-α-D-ribo-hexoside

Base Information

• Chemical Name: methyl (3S)-3-azido-2-O-benzyl-4,6-O-benzylidene-3-C-carboxy-3-deoxy-α-D-ribo-hexoside
• CAS No.: 785805-74-5
• Molecular Formula: C₂₂H₂₃N₃O₇
• Molecular Weight: 441.441
• Mol file: 785805-74-5.mol

Synonyms:methyl (3S)-3-azido-2-O-benzyl-4,6-O-benzylidene-3-C-carboxy-3-deoxy-α-D-ribo-hexoside

Chemical Property of methyl (3S)-3-azido-2-O-benzyl-4,6-O-benzylidene-3-C-carboxy-3-deoxy-α-D-ribo-hexoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of methyl (3S)-3-azido-2-O-benzyl-4,6-O-benzylidene-3-C-carboxy-3-deoxy-α-D-ribo-hexoside

There total 1 articles about methyl (3S)-3-azido-2-O-benzyl-4,6-O-benzylidene-3-C-carboxy-3-deoxy-α-D-ribo-hexoside 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:

methyl (3S)-3-azido-2-O-benzyl-4,6-O-benzylidene-3-deoxy-3-C-methoxycarbonyl-α-D-ribo-hexoside (785805-72-3) → methyl (3S)-3-azido-2-O-benzyl-4,6-O-benzylidene-3-C-carboxy-3-deoxy-α-D-ribo-hexoside (785805-74-5)

Guidance literature:

With potassium hydroxide; In methanol;

DOI:10.1071/CH04015

Reference yield: 96.0%

methyl (3S)-3-azido-2-O-benzyl-4,6-O-benzylidene-3-C-carboxy-3-deoxy-α-D-ribo-hexoside (785805-74-5) + methanol (67-56-1) → methyl (3S)-3-amino-2-O-benzyl-4,6-O-benzylidene-3-deoxy-3-C-methoxycarbonyl-α-D-ribo-hexoside

Guidance literature:

With hydrogen; palladium on activated charcoal;

DOI:10.1071/CH04015

Reference yield: 65.0%

methyl (3S)-3-amino-2-O-benzyl-4,6-O-benzylidene-3-deoxy-3-C-methoxycarbonyl-α-D-ribo-hexoside + methyl (3S)-3-azido-2-O-benzyl-4,6-O-benzylidene-3-C-carboxy-3-deoxy-α-D-ribo-hexoside (785805-74-5) → (2R,4aR,6S,7R,8S,8aS)-8-[((2R,4aR,6S,7R,8S,8aS)-8-Azido-7-benzyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-8-carbonyl)-amino]-7-benzyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-8-carboxylic acid methyl ester

Guidance literature:

With p-toluenesulfonyl chloride; In pyridine;

DOI:10.1071/CH04014

upstream raw materials:

methyl (3S)-3-azido-2-O-benzyl-4,6-O-benzylidene-3-deoxy-3-C-methoxycarbonyl-α-D-ribo-hexoside