methyl (p-tolyl 5-acetamido-4,7,8-tri-O-tert-butyldimethylsilyl-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-non-2-ulopyranosid)onate

Base Information

Chemical Name:methyl (p-tolyl 5-acetamido-4,7,8-tri-O-tert-butyldimethylsilyl-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-non-2-ulopyranosid)onate
CAS No.:819814-52-3
Molecular Formula:C₃₇H₆₉NO₈SSi₃
Molecular Weight:772.279
Hs Code.:

Synonyms:methyl (p-tolyl 5-acetamido-4,7,8-tri-O-tert-butyldimethylsilyl-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-non-2-ulopyranosid)onate

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Chemical Property of methyl (p-tolyl 5-acetamido-4,7,8-tri-O-tert-butyldimethylsilyl-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-non-2-ulopyranosid)onate

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Technology Process of methyl (p-tolyl 5-acetamido-4,7,8-tri-O-tert-butyldimethylsilyl-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-non-2-ulopyranosid)onate

There total 2 articles about methyl (p-tolyl 5-acetamido-4,7,8-tri-O-tert-butyldimethylsilyl-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-non-2-ulopyranosid)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: 70.0%

: 819814-50-1
methyl (p-tolyl 5-acetamido-4,7,8,9-tetra-O-tert-butyldimethylsilyl-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-non-2-ulopyranosid)onate

: 819814-52-3
methyl (p-tolyl 5-acetamido-4,7,8-tri-O-tert-butyldimethylsilyl-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-non-2-ulopyranosid)onate

Guidance literature:: methyl (p-tolyl 5-acetamido-4,7,8,9-tetra-O-tert-butyldimethylsilyl-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-non-2-ulopyranosid)onate; With carbon tetrabromide; In methanol; for 0.5h; Irradiation;

In methanol; at 20 ℃; for 2h;
DOI:10.1016/j.tet.2004.09.095

Reference yield:

: (2S,4S,5R,6R)-5-Acetylamino-4-hydroxy-2-p-tolylsulfanyl-6-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

: 819814-52-3
methyl (p-tolyl 5-acetamido-4,7,8-tri-O-tert-butyldimethylsilyl-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-non-2-ulopyranosid)onate

Guidance literature:: Multi-step reaction with 2 steps

1.1: lutidine / CH₂Cl₂ / 20 °C

2.1: CBr₄ / methanol / 0.5 h / Irradiation

2.2: 70 percent / methanol / 2 h / 20 °C

With carbon tetrabromide; lutidine; In methanol; dichloromethane;
DOI:10.1016/j.tet.2004.09.095

Reference yield: 87.0%

: 819814-52-3
methyl (p-tolyl 5-acetamido-4,7,8-tri-O-tert-butyldimethylsilyl-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-non-2-ulopyranosid)onate

: methyl (p-tolyl 5-acetamido-7,8-di-O-tert-butyldimethylsilyl-3,5-dideoxy-9-O-sulfo-2-thio-D-glycero-α-D-galacto-non-2-ulopyranosid)onate sodium salt

Guidance literature:: methyl (p-tolyl 5-acetamido-4,7,8-tri-O-tert-butyldimethylsilyl-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-non-2-ulopyranosid)onate; With triethylamine sulfurtrioxide; In N,N-dimethyl-formamide; at 50 ℃;

With Dowex 50 (Na⁺); In methanol; for 1h;
DOI:10.1016/j.tet.2004.09.095