ethyl 2-phenyl-4-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosylthio)-6-methylpyrimidine-5-carboxylate

Base Information

• Chemical Name: ethyl 2-phenyl-4-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosylthio)-6-methylpyrimidine-5-carboxylate
• CAS No.: 1141769-51-8
• Molecular Formula: C₂₈H₃₂N₂O₁₁S
• Molecular Weight: 604.635

Synonyms:ethyl 2-phenyl-4-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosylthio)-6-methylpyrimidine-5-carboxylate

Chemical Property of ethyl 2-phenyl-4-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosylthio)-6-methylpyrimidine-5-carboxylate

Chemical Property:

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Technology Process of ethyl 2-phenyl-4-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosylthio)-6-methylpyrimidine-5-carboxylate

There total 3 articles about ethyl 2-phenyl-4-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosylthio)-6-methylpyrimidine-5-carboxylate 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: 67.0%

D-glucose pentaacetate (83-87-4,604-68-2,604-69-3,2152-77-4,4026-35-1,4163-59-1,4163-60-4,4163-61-5,4163-65-9,4257-94-7,4257-96-9,16299-15-3,19186-39-1,19189-55-0,25878-60-8,25941-03-1,32445-48-0,32445-49-1,32445-53-7,32445-54-8,34685-58-0,34685-59-1,43168-42-9,43168-44-1,43169-22-8,43169-25-1,66966-07-2,70749-17-6,80184-01-6,93221-01-3,93221-02-4,99630-88-3,109215-53-4,115792-70-6,115792-73-9,139894-92-1,139973-25-4,144071-49-8,147648-81-5) + ethyl 4-methyl-2-phenyl-6-thioxo-1,6-dihydro-5-pyrimidinecarboxylate (23155-55-7) → ethyl 2-phenyl-4-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosylthio)-6-methylpyrimidine-5-carboxylate (1141769-51-8)

Guidance literature:

With silica gel; for 0.00833333h; microwave irradiation;

DOI:10.1080/15257770802271805

Reference yield: 50.0%

ethyl 4-methyl-2-phenyl-6-thioxo-1,6-dihydro-5-pyrimidinecarboxylate (23155-55-7) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → ethyl 2-phenyl-4-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosylthio)-6-methylpyrimidine-5-carboxylate (1141769-51-8)

Guidance literature:

With potassium hydroxide; In water; acetone; at 20 ℃; for 5h;

DOI:10.1080/15257770802271805

Reference yield: 15.0%

C14H13N2O2S(1-)*Cl(1-)*Hg(2+) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → ethyl 2-phenyl-4-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosylthio)-6-methylpyrimidine-5-carboxylate (1141769-51-8)

Guidance literature:

In xylene; for 4h; Heating;

DOI:10.1080/15257770802271805

upstream raw materials:

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

D-glucose pentaacetate

ethyl 4-methyl-2-phenyl-6-thioxo-1,6-dihydro-5-pyrimidinecarboxylate

Downstream raw materials:

ethyl 2-phenyl-4-(β-D-glucopyranosylthio)-6-methylpyrimidine-5-carboxylate

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