benzyl 2,7-anhydro-4,9-di-O-benzoyl-5-N-(O-benzylglycolyl)-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosonate

Base Information

Chemical Name:benzyl 2,7-anhydro-4,9-di-O-benzoyl-5-N-(O-benzylglycolyl)-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosonate
CAS No.:147721-94-6
Molecular Formula:C₃₉H₃₇NO₁₁
Molecular Weight:695.723
Hs Code.:

Synonyms:benzyl 2,7-anhydro-4,9-di-O-benzoyl-5-N-(O-benzylglycolyl)-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosonate

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Chemical Property of benzyl 2,7-anhydro-4,9-di-O-benzoyl-5-N-(O-benzylglycolyl)-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosonate

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Technology Process of benzyl 2,7-anhydro-4,9-di-O-benzoyl-5-N-(O-benzylglycolyl)-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosonate

There total 6 articles about benzyl 2,7-anhydro-4,9-di-O-benzoyl-5-N-(O-benzylglycolyl)-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosonate 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: 96.0%

: 147721-93-5
benzyl onate

: 147721-94-6
benzyl 2,7-anhydro-4,9-di-O-benzoyl-5-N-(O-benzylglycolyl)-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosonate

Guidance literature:: With 3 A molecular sieve; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In acetonitrile; at -10 ℃; for 17h;
DOI:10.1248/cpb.40.3197

Reference yield:

: 100-39-0
benzyl bromide

: 147721-94-6
benzyl 2,7-anhydro-4,9-di-O-benzoyl-5-N-(O-benzylglycolyl)-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosonate

Guidance literature:: Multi-step reaction with 3 steps

1: cesium carbonate / dimethylformamide / 5 h / Ambient temperature

2: 85 percent / pyridine / 16 h / Ambient temperature

3: 96 percent / molecular sieves 3A, dimethyl(methylthio)sulfonium triflate (DMSTS) / acetonitrile / 17 h / -10 °C

With pyridine; 3 A molecular sieve; caesium carbonate; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In N,N-dimethyl-formamide; acetonitrile;
DOI:10.1248/cpb.40.3197

Reference yield:

: 130333-20-9
methyl (methyl 5-acetamido-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-2-nonulopyranosid)onate

: 147721-94-6
benzyl 2,7-anhydro-4,9-di-O-benzoyl-5-N-(O-benzylglycolyl)-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosonate

Guidance literature:: Multi-step reaction with 5 steps

1: 85 percent / 5percent aq. barium hydroxide / 15 h / 90 °C

2: triethylamine / acetonitrile; H₂O / 16 h / Ambient temperature

3: cesium carbonate / dimethylformamide / 5 h / Ambient temperature

4: 85 percent / pyridine / 16 h / Ambient temperature

5: 96 percent / molecular sieves 3A, dimethyl(methylthio)sulfonium triflate (DMSTS) / acetonitrile / 17 h / -10 °C

With pyridine; barium dihydroxide; 3 A molecular sieve; caesium carbonate; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; triethylamine; In water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1248/cpb.40.3197