methyl [2-thiophenyl 7,8,9-tri-O-acetyl-4,5-O,N-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranoside]onate

Base Information

Chemical Name:methyl [2-thiophenyl 7,8,9-tri-O-acetyl-4,5-O,N-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranoside]onate
CAS No.:929882-35-9
Molecular Formula:C₂₃H₂₇NO₁₁S
Molecular Weight:525.533
Hs Code.:

Synonyms:methyl [2-thiophenyl 7,8,9-tri-O-acetyl-4,5-O,N-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranoside]onate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl [2-thiophenyl 7,8,9-tri-O-acetyl-4,5-O,N-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranoside]onate

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Technology Process of methyl [2-thiophenyl 7,8,9-tri-O-acetyl-4,5-O,N-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranoside]onate

There total 3 articles about methyl [2-thiophenyl 7,8,9-tri-O-acetyl-4,5-O,N-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranoside]onate 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: 90.0%

: 934415-78-8
methyl (phenyl 5-N,4-O-carbonyl-3,5-dideoxy-2-thio-D-glycero-α-D-galactonon-2-ulopyranoside)onate

: 108-24-7
acetic anhydride

: 929882-35-9
methyl [2-thiophenyl 7,8,9-tri-O-acetyl-4,5-O,N-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranoside]onate

Guidance literature:: In pyridine; for 16h;
DOI:10.1016/j.tetlet.2006.12.061

Reference yield:

: 934415-84-6
5-amino-4-hydroxy-2-phenylsulfanyl-6-(1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

: 929882-35-9
methyl [2-thiophenyl 7,8,9-tri-O-acetyl-4,5-O,N-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranoside]onate

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / NaHCO₃ / acetonitrile; H₂O / 3 h

2: 90 percent / pyridine / 16 h

With sodium hydrogencarbonate; In pyridine; water; acetonitrile;
DOI:10.1016/j.tetlet.2006.12.061

Reference yield:

: 118977-25-6,118977-26-7
methyl (phenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-D-galacto-2-nonulopyranoside)onate

: 929882-35-9
methyl [2-thiophenyl 7,8,9-tri-O-acetyl-4,5-O,N-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranoside]onate

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / MsOH / methanol / 65 °C

2: 80 percent / NaHCO₃ / acetonitrile; H₂O / 3 h

3: 90 percent / pyridine / 16 h

With methanesulfonic acid; sodium hydrogencarbonate; In pyridine; methanol; water; acetonitrile;
DOI:10.1016/j.tetlet.2006.12.061