Trifluoro-methanesulfonic acid (2S,3R,4R,5S)-5-((R)-1-benzyloxy-ethyl)-2-methoxy-4-methyl-tetrahydro-furan-3-yl ester

Base Information

• Chemical Name: Trifluoro-methanesulfonic acid (2S,3R,4R,5S)-5-((R)-1-benzyloxy-ethyl)-2-methoxy-4-methyl-tetrahydro-furan-3-yl ester
• CAS No.: 121408-72-8
• Molecular Formula: C₁₆H₂₁F₃O₆S
• Molecular Weight: 398.4

Synonyms:Trifluoro-methanesulfonic acid (2S,3R,4R,5S)-5-((R)-1-benzyloxy-ethyl)-2-methoxy-4-methyl-tetrahydro-furan-3-yl ester

Chemical Property of Trifluoro-methanesulfonic acid (2S,3R,4R,5S)-5-((R)-1-benzyloxy-ethyl)-2-methoxy-4-methyl-tetrahydro-furan-3-yl ester

Chemical Property:

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Technology Process of Trifluoro-methanesulfonic acid (2S,3R,4R,5S)-5-((R)-1-benzyloxy-ethyl)-2-methoxy-4-methyl-tetrahydro-furan-3-yl ester

There total 3 articles about Trifluoro-methanesulfonic acid (2S,3R,4R,5S)-5-((R)-1-benzyloxy-ethyl)-2-methoxy-4-methyl-tetrahydro-furan-3-yl ester 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: 96.0%

trifluoromethylsulfonic anhydride (358-23-6) + Methyl 5-O-benzyl-3,6-dideoxy-3-C-methyl-α-D-allofuranoside (121408-70-6) → Trifluoro-methanesulfonic acid (2S,3R,4R,5S)-5-((R)-1-benzyloxy-ethyl)-2-methoxy-4-methyl-tetrahydro-furan-3-yl ester (121408-72-8)

Guidance literature:

With pyridine; In dichloromethane; at -15 - 0 ℃; for 5h;

DOI:10.1055/s-1989-27160

Reference yield:

trifluoromethylsulfonic anhydride (358-23-6) + Methyl 5-O-benzyl-3,6-dideoxy-3-C-methyl-β-L-talofuranoside (110418-34-3) → Trifluoro-methanesulfonic acid (2S,3R,4R,5S)-5-((S)-1-benzyloxy-ethyl)-2-methoxy-4-methyl-tetrahydro-furan-3-yl ester (121408-72-8,121408-76-2)

Guidance literature:

With pyridine; In dichloromethane; at -15 - 0 ℃; for 5h;

DOI:10.1055/s-1989-27160

Reference yield:

trifluoromethylsulfonic anhydride (358-23-6) + Methyl 5-O-benzyl-3,6-dideoxy-3-C-methyl-α-L-allofuranoside (110418-33-2) → Trifluoro-methanesulfonic acid (2R,3S,4S,5R)-5-((S)-1-benzyloxy-ethyl)-2-methoxy-4-methyl-tetrahydro-furan-3-yl ester (121408-72-8,121408-76-2)

Guidance literature:

With pyridine; In dichloromethane; at -15 - 0 ℃; for 5h;

DOI:10.1055/s-1989-27160

upstream raw materials:

trifluoromethylsulfonic anhydride

Methyl 5-O-benzyl-3,6-dideoxy-3-C-methyl-β-L-talofuranoside

Methyl 5-O-benzyl-3,6-dideoxy-3-C-methyl-α-D-allofuranoside

Methyl 5-O-benzyl-3,6-dideoxy-3-C-methyl-α-L-allofuranoside

Downstream raw materials:

2-((S)-1-Benzyloxy-ethyl)-3-methyl-furan

Methyl 2-O-acetyl-5-O-benzyl-3,6-dideoxy-3-C-methyl-β-L-galactofuranoside

Methyl 5-O-benzyl-3,6-dideoxy-3-C-methyl-β-L-galactofuranoside

Methyl 5-O-benzyl-3,6-dideoxy-2-O,3-C-dimethyl-β-L-galactofuranoside

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