methyl 2,3,6-tri-O-benzoyl-4-O-(2,3,4,6-tetra-O-acetyl-5'-thio-α-D-glucopyranosyl)-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 2,3,6-tri-O-benzoyl-4-O-(2,3,4,6-tetra-O-acetyl-5'-thio-α-D-glucopyranosyl)-α-D-glucopyranoside
• CAS No.: 154540-02-0
• Molecular Formula: C₄₂H₄₄O₁₇S
• Molecular Weight: 852.867

Synonyms:methyl 2,3,6-tri-O-benzoyl-4-O-(2,3,4,6-tetra-O-acetyl-5'-thio-α-D-glucopyranosyl)-α-D-glucopyranoside

Chemical Property of methyl 2,3,6-tri-O-benzoyl-4-O-(2,3,4,6-tetra-O-acetyl-5'-thio-α-D-glucopyranosyl)-α-D-glucopyranoside

Chemical Property:

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Technology Process of methyl 2,3,6-tri-O-benzoyl-4-O-(2,3,4,6-tetra-O-acetyl-5'-thio-α-D-glucopyranosyl)-α-D-glucopyranoside

There total 7 articles about methyl 2,3,6-tri-O-benzoyl-4-O-(2,3,4,6-tetra-O-acetyl-5'-thio-α-D-glucopyranosyl)-α-D-glucopyranoside 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: 87.0%

methyl 2,3,6-tri-O-benzoyl-α-D-glucopyranoside (57784-06-2,6344-46-3) + 2,3,4,6-tetra-O-acetyl-5-deoxy-5-thio-α-D-glucopyranosyl trichloroacetimidate (146558-06-7) → methyl 2,3,6-tri-O-benzoyl-4-O-(2,3,4,6-tetra-O-acetyl-5'-thio-α-D-glucopyranosyl)-α-D-glucopyranoside (154540-02-0)

Guidance literature:

With triethylsilyl trifluoromethyl sulfonate; at -78 - 20 ℃; for 2h;

Reference yield: 50.0%

2,3,4,6-tetra-O-acetyl-5-deoxy-5-thio-α-D-glucopyranosyl trichloroacetimidate (146558-06-7) → Acetic acid (2R,3S,4R)-4,6-diacetoxy-2-acetoxymethyl-3,4-dihydro-2H-thiopyran-3-yl ester + Acetic acid (2R,3S,4S)-4,5-diacetoxy-2-acetoxymethyl-3,4-dihydro-2H-thiopyran-3-yl ester + methyl 2,3,6-tri-O-benzoyl-4-O-(2,3,4,6-tetra-O-acetyl-5'-thio-α-D-glucopyranosyl)-α-D-glucopyranoside (154540-02-0)

Guidance literature:

With methyl 2,3,6-tri-O-benzoyl-α-D-glucopyranoside; triethylsilyl trifluoromethyl sulfonate;

Reference yield: 50.0%

methyl 2,3,6-tri-O-benzoyl-α-D-glucopyranoside (57784-06-2,6344-46-3) + 2,3,4,6-tetra-O-acetyl-5-deoxy-5-thio-α-D-glucopyranosyl trichloroacetimidate (146558-06-7) → Acetic acid (2R,3S,4R)-4,6-diacetoxy-2-acetoxymethyl-3,4-dihydro-2H-thiopyran-3-yl ester + Acetic acid (2R,3S,4S)-4,5-diacetoxy-2-acetoxymethyl-3,4-dihydro-2H-thiopyran-3-yl ester + C40H40O15S + methyl 2,3,6-tri-O-benzoyl-4-O-(2,3,4,6-tetra-O-acetyl-5'-thio-α-D-glucopyranosyl)-α-D-glucopyranoside (154540-02-0)

Guidance literature:

With triethylsilyl trifluoromethyl sulfonate;

upstream raw materials:

methyl 2,3,6-tri-O-benzoyl-α-D-glucopyranoside

2,3,4,6-tetra-O-acetyl-5-deoxy-5-thio-α-D-glucopyranosyl trichloroacetimidate

benzoyl chloride

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