methyl (phenyl 5-acetamido-4-O-benzoyl-3,5-dideoxy-8,9-O-isopropylidene-2-thio-D-glycero-alpha-D-galacto-2-nonulopyranosid)onate

Base Information

Chemical Name:methyl (phenyl 5-acetamido-4-O-benzoyl-3,5-dideoxy-8,9-O-isopropylidene-2-thio-D-glycero-alpha-D-galacto-2-nonulopyranosid)onate
CAS No.:1612780-20-7
Molecular Formula:C₂₈H₃₃NO₉S
Molecular Weight:559.637
Hs Code.:

Synonyms:methyl (phenyl 5-acetamido-4-O-benzoyl-3,5-dideoxy-8,9-O-isopropylidene-2-thio-D-glycero-alpha-D-galacto-2-nonulopyranosid)onate

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Chemical Property of methyl (phenyl 5-acetamido-4-O-benzoyl-3,5-dideoxy-8,9-O-isopropylidene-2-thio-D-glycero-alpha-D-galacto-2-nonulopyranosid)onate

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Technology Process of methyl (phenyl 5-acetamido-4-O-benzoyl-3,5-dideoxy-8,9-O-isopropylidene-2-thio-D-glycero-alpha-D-galacto-2-nonulopyranosid)onate

There total 1 articles about methyl (phenyl 5-acetamido-4-O-benzoyl-3,5-dideoxy-8,9-O-isopropylidene-2-thio-D-glycero-alpha-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: 84.0%

: methyl (phenyl 5-acetamido-3,5-dideoxy-8,9-O-isopropylidene-2-thio-D-glycero-α-D-galacto-2-nonulopyranosid)onate

: 98-88-4
benzoyl chloride

: 1612780-20-7
methyl (phenyl 5-acetamido-4-O-benzoyl-3,5-dideoxy-8,9-O-isopropylidene-2-thio-D-glycero-alpha-D-galacto-2-nonulopyranosid)onate

Guidance literature:: With pyridine; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1038/ja.2014.15

Reference yield: 95.0%

: 1612780-20-7
methyl (phenyl 5-acetamido-4-O-benzoyl-3,5-dideoxy-8,9-O-isopropylidene-2-thio-D-glycero-alpha-D-galacto-2-nonulopyranosid)onate

: 1612780-21-8
methyl (phenyl 5-acetamido-4-O-benzoyl-3,5-dideoxy-8,9-O-isopropylidene-7-oxo-2-thio-D-glycero-alpha-D-galacto-2-nonulopyranosid)onate

Guidance literature:: With sulfur trioxide pyridine complex; N-ethyl-N,N-diisopropylamine; In dimethyl sulfoxide; at 20 ℃; for 1.5h;
DOI:10.1038/ja.2014.15

Reference yield:

: 1612780-20-7
methyl (phenyl 5-acetamido-4-O-benzoyl-3,5-dideoxy-8,9-O-isopropylidene-2-thio-D-glycero-alpha-D-galacto-2-nonulopyranosid)onate

: C₂₈H₃₃NO₉S

Guidance literature:: Multi-step reaction with 2 steps

1.1: N-ethyl-N,N-diisopropylamine; sulfur trioxide pyridine complex / dimethyl sulfoxide / 1.5 h / 20 °C

2.1: cerium(III) chloride heptahydrate / methanol / 1 h / 0 °C

2.2: 1 h / 0 °C

With cerium(III) chloride heptahydrate; sulfur trioxide pyridine complex; N-ethyl-N,N-diisopropylamine; In methanol; dimethyl sulfoxide; 1.1: |Parikh-Doering Oxidation;
DOI:10.1038/ja.2014.15