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

Base Information

• Chemical Name: Methyl 2-O-acetyl-5-O-benzyl-3,6-dideoxy-3-C-methyl-β-D-galactofuranoside
• CAS No.: 121408-77-3
• Molecular Formula: C₁₇H₂₄O₅
• Molecular Weight: 308.375

Synonyms:Methyl 2-O-acetyl-5-O-benzyl-3,6-dideoxy-3-C-methyl-β-D-galactofuranoside

Chemical Property of Methyl 2-O-acetyl-5-O-benzyl-3,6-dideoxy-3-C-methyl-β-D-galactofuranoside

Chemical Property:

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Technology Process of Methyl 2-O-acetyl-5-O-benzyl-3,6-dideoxy-3-C-methyl-β-D-galactofuranoside

There total 11 articles about Methyl 2-O-acetyl-5-O-benzyl-3,6-dideoxy-3-C-methyl-β-D-galactofuranoside 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: 76.0%

cesium acetate (3396-11-0) + Trifluoro-methanesulfonic acid (2R,3S,4S,5R)-5-((R)-1-benzyloxy-ethyl)-2-methoxy-4-methyl-tetrahydro-furan-3-yl ester (121408-76-2) → 2-((R)-1-Benzyloxy-ethyl)-3-methyl-furan (121408-74-0) + Methyl 2-O-acetyl-5-O-benzyl-3,6-dideoxy-3-C-methyl-β-D-galactofuranoside (121408-77-3)

Guidance literature:

In dimethyl sulfoxide; at 50 ℃; for 15h;

DOI:10.1055/s-1989-27160

Reference yield: 58.0%

cesium acetate (3396-11-0) + Methanesulfonic acid (2R,3S,4S,5R)-5-((R)-1-benzyloxy-ethyl)-2-methoxy-4-methyl-tetrahydro-furan-3-yl ester (121408-75-1) → 2-((R)-1-Benzyloxy-ethyl)-3-methyl-furan (121408-74-0) + Methyl 2-O-acetyl-5-O-benzyl-3,6-dideoxy-3-C-methyl-β-D-galactofuranoside (121408-77-3)

Guidance literature:

In dimethyl sulfoxide; at 100 ℃; for 24h;

DOI:10.1055/s-1989-27160

Reference yield: 45.0%

potassium acetate (127-08-2) + Methanesulfonic acid (2R,3S,4S,5R)-5-((R)-1-benzyloxy-ethyl)-2-methoxy-4-methyl-tetrahydro-furan-3-yl ester (121408-75-1) → 2-((R)-1-Benzyloxy-ethyl)-3-methyl-furan (121408-74-0) + Methyl 2-O-acetyl-5-O-benzyl-3,6-dideoxy-3-C-methyl-β-D-galactofuranoside (121408-77-3)

Guidance literature:

In dimethyl sulfoxide; at 120 ℃; for 22h;

DOI:10.1055/s-1989-27160

upstream raw materials:

potassium acetate

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

cesium acetate

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

Downstream raw materials:

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

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

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

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

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