methyl (4-methylphenyl 5-amino-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-non-2-ulopyranoside)onate

Base Information

Chemical Name:methyl (4-methylphenyl 5-amino-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-non-2-ulopyranoside)onate
CAS No.:1235555-29-9
Molecular Formula:C₂₄H₂₉NO₁₁S
Molecular Weight:539.56
Hs Code.:

Synonyms:methyl (4-methylphenyl 5-amino-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-non-2-ulopyranoside)onate

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Chemical Property of methyl (4-methylphenyl 5-amino-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-non-2-ulopyranoside)onate

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Technology Process of methyl (4-methylphenyl 5-amino-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-non-2-ulopyranoside)onate

There total 7 articles about methyl (4-methylphenyl 5-amino-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-2-thio-D-glycero-β-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: 98.0%

: 1235555-31-3
methyl (4-methylphenyl 5-amino-5-N,4-O-carbonyl-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-non-2-ulopyranoside)onate

: 108-24-7
acetic anhydride

: 1235555-29-9
methyl (4-methylphenyl 5-amino-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-non-2-ulopyranoside)onate

Guidance literature:: With pyridine; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/jo100824s

Reference yield:

: 106-45-6
para-thiocresol

: 1235555-29-9
methyl (4-methylphenyl 5-amino-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-non-2-ulopyranoside)onate

Guidance literature:: Multi-step reaction with 4 steps

1: boron trifluoride diethyl etherate / dichloromethane / 15 h

2: methanesulfonic acid / methanol / 70 °C / Inert atmosphere

3: sodium hydrogencarbonate / acetonitrile; water / 3 h / 0 °C

4: pyridine / 12 h / 20 °C

With pyridine; methanesulfonic acid; boron trifluoride diethyl etherate; sodium hydrogencarbonate; In methanol; dichloromethane; water; acetonitrile;
DOI:10.1002/ejoc.202100718

Reference yield:

: 1071226-27-1
methyl (2-p-methylphenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α/β-D-galacto-2-thio-nonulopyranosid)onate

: 1235555-29-9
methyl (4-methylphenyl 5-amino-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-non-2-ulopyranoside)onate

Guidance literature:: Multi-step reaction with 3 steps

1: methanesulfonic acid / methanol / 70 °C / Inert atmosphere

2: sodium hydrogencarbonate / acetonitrile; water / 3 h / 0 °C

3: pyridine / 12 h / 20 °C

With pyridine; methanesulfonic acid; sodium hydrogencarbonate; In methanol; water; acetonitrile;
DOI:10.1002/ejoc.202100718