methyl (phenyl 5-acetamido-7,8,9-tri-O-acetyl-4-O-cyanomethyl-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-2-nonulopyranosid)onate

Base Information

Chemical Name:methyl (phenyl 5-acetamido-7,8,9-tri-O-acetyl-4-O-cyanomethyl-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-2-nonulopyranosid)onate
CAS No.:261164-48-1
Molecular Formula:C₂₆H₃₂N₂O₁₁S
Molecular Weight:580.613
Hs Code.:

Synonyms:methyl (phenyl 5-acetamido-7,8,9-tri-O-acetyl-4-O-cyanomethyl-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-2-nonulopyranosid)onate

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Chemical Property of methyl (phenyl 5-acetamido-7,8,9-tri-O-acetyl-4-O-cyanomethyl-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-2-nonulopyranosid)onate

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Technology Process of methyl (phenyl 5-acetamido-7,8,9-tri-O-acetyl-4-O-cyanomethyl-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-2-nonulopyranosid)onate

There total 5 articles about methyl (phenyl 5-acetamido-7,8,9-tri-O-acetyl-4-O-cyanomethyl-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-2-nonulopyranosid)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%

: 108-24-7
acetic anhydride

: 328898-08-4
methyl (phenyl 5-acetamido-4-O-cyanomethyl-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-2-nonulopyranosid)onate

: 261164-48-1
methyl (phenyl 5-acetamido-7,8,9-tri-O-acetyl-4-O-cyanomethyl-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-2-nonulopyranosid)onate

Guidance literature:: With pyridine; at 0 - 20 ℃;
DOI:10.1016/S0008-6215(00)00267-6

Reference yield:

: 118977-25-6
methyl (phenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-D-glycerol-β-D-galactonon-2-ulopyranoside)onate

: 261164-48-1
methyl (phenyl 5-acetamido-7,8,9-tri-O-acetyl-4-O-cyanomethyl-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-2-nonulopyranosid)onate

Guidance literature:: Multi-step reaction with 5 steps

1: NaOMe / methanol / 2 h / 0 °C

2: Amberlite IRA₁₂₀ (H⁺) resin / 13 h / 20 °C

3: molecular sieves 4 Angstroem; Ag₂O; n-Bu₄NI / CH₂Cl₂ / 48 h

4: 80 percent AcOH / 0.5 h / 80 - 90 °C

5: 98 percent / pyridine / 0 - 20 °C

With pyridine; 4 A molecular sieve; Amberlite IRA₁₂₀ (H⁺) resin; sodium methylate; tetra-(n-butyl)ammonium iodide; acetic acid; silver(l) oxide; In methanol; dichloromethane;
DOI:10.1016/S0008-6215(00)00267-6

Reference yield:

: 221909-84-8
methyl (phenyl 5-acetamido-3,5-dideoxy-2-thio-D-glycero-β-D-galactonon-2-ulopyranoside)onate

: 261164-48-1
methyl (phenyl 5-acetamido-7,8,9-tri-O-acetyl-4-O-cyanomethyl-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-2-nonulopyranosid)onate

Guidance literature:: Multi-step reaction with 4 steps

1: Amberlite IRA₁₂₀ (H⁺) resin / 13 h / 20 °C

2: molecular sieves 4 Angstroem; Ag₂O; n-Bu₄NI / CH₂Cl₂ / 48 h

3: 80 percent AcOH / 0.5 h / 80 - 90 °C

4: 98 percent / pyridine / 0 - 20 °C

With pyridine; 4 A molecular sieve; Amberlite IRA₁₂₀ (H⁺) resin; tetra-(n-butyl)ammonium iodide; acetic acid; silver(l) oxide; In dichloromethane;
DOI:10.1016/S0008-6215(00)00267-6