benzyl 2,4-di-O-benzyl-α-D-galactopyranosyluronate-(1->3)-4-(N-benzyloxycarbonylamino)-2-azido-2,4,6-trideoxy-α-D-galactopyranosyl-(1->3)-1,2-di-O-benzyl-sn-glycerol

Base Information

Chemical Name:benzyl 2,4-di-O-benzyl-α-D-galactopyranosyluronate-(1->3)-4-(N-benzyloxycarbonylamino)-2-azido-2,4,6-trideoxy-α-D-galactopyranosyl-(1->3)-1,2-di-O-benzyl-sn-glycerol
CAS No.:1271132-50-3
Molecular Formula:C₅₈H₆₂N₄O₁₃
Molecular Weight:1023.15
Hs Code.:

benzyl 2,4-di-O-benzyl-α-D-galactopyranosyluronate-(1->3)-4-(N-benzyloxycarbonylamino)-2-azido-2,4,6-trideoxy-α-D-galactopyranosyl-(1->3)-1,2-di-O-benzyl-sn-glycerol

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Chemical Property of benzyl 2,4-di-O-benzyl-α-D-galactopyranosyluronate-(1->3)-4-(N-benzyloxycarbonylamino)-2-azido-2,4,6-trideoxy-α-D-galactopyranosyl-(1->3)-1,2-di-O-benzyl-sn-glycerol

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Technology Process of benzyl 2,4-di-O-benzyl-α-D-galactopyranosyluronate-(1->3)-4-(N-benzyloxycarbonylamino)-2-azido-2,4,6-trideoxy-α-D-galactopyranosyl-(1->3)-1,2-di-O-benzyl-sn-glycerol

There total 9 articles about benzyl 2,4-di-O-benzyl-α-D-galactopyranosyluronate-(1->3)-4-(N-benzyloxycarbonylamino)-2-azido-2,4,6-trideoxy-α-D-galactopyranosyl-(1->3)-1,2-di-O-benzyl-sn-glycerol 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:

: 853646-67-0
phenyl 2,4-di-O-benzyl-1-thio-β-D-galactopyranosidurono-6,3-lactone

: 1271132-50-3
benzyl 2,4-di-O-benzyl-α-D-galactopyranosyluronate-(1->3)-4-(N-benzyloxycarbonylamino)-2-azido-2,4,6-trideoxy-α-D-galactopyranosyl-(1->3)-1,2-di-O-benzyl-sn-glycerol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1,1'-sulfinylbisbenzene; 2,4,6-tri-tert-butylpyrimidine / dichloromethane / 0.5 h / Molecular sieve

1.2: -60 - -45 °C

1.3: -60 - -45 °C

2.1: sodium trimethylsilanolate / dichloromethane / 0.83 h

3.1: caesium carbonate / N,N-dimethyl-formamide / Inert atmosphere

With 1,1'-sulfinylbisbenzene; sodium trimethylsilanolate; caesium carbonate; 2,4,6-tri-tert-butylpyrimidine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo102363d

Reference yield:

: 4-(N-benzyloxycarbonylamino)-2-azido-3-O-chloroacetyl-2,4,6-trideoxy-α/β-D-galactopyranosyl-(1->3)-1,2-O-benzyl-sn-glycerol

: 1271132-50-3
benzyl 2,4-di-O-benzyl-α-D-galactopyranosyluronate-(1->3)-4-(N-benzyloxycarbonylamino)-2-azido-2,4,6-trideoxy-α-D-galactopyranosyl-(1->3)-1,2-di-O-benzyl-sn-glycerol

Guidance literature:: Multi-step reaction with 4 steps

1.1: pyridine; thiourea / ethanol / 3 h / 65 °C

2.1: 1,1'-sulfinylbisbenzene; 2,4,6-tri-tert-butylpyrimidine / dichloromethane / 0.5 h / Molecular sieve

2.2: -60 - -45 °C

2.3: -60 - -45 °C

3.1: sodium trimethylsilanolate / dichloromethane / 0.83 h

4.1: caesium carbonate / N,N-dimethyl-formamide / Inert atmosphere

With pyridine; 1,1'-sulfinylbisbenzene; sodium trimethylsilanolate; caesium carbonate; thiourea; 2,4,6-tri-tert-butylpyrimidine; In ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo102363d

Reference yield:

: phenyl 3,6-O-di-tert-butylsilyl-1-thio-α-D-galactopyranoside

: 1271132-50-3
benzyl 2,4-di-O-benzyl-α-D-galactopyranosyluronate-(1->3)-4-(N-benzyloxycarbonylamino)-2-azido-2,4,6-trideoxy-α-D-galactopyranosyl-(1->3)-1,2-di-O-benzyl-sn-glycerol

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h

3.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane; water

4.1: 1,1'-sulfinylbisbenzene; 2,4,6-tri-tert-butylpyrimidine / dichloromethane / 0.5 h / Molecular sieve

4.2: -60 - -45 °C

4.3: -60 - -45 °C

5.1: sodium trimethylsilanolate / dichloromethane / 0.83 h

6.1: caesium carbonate / N,N-dimethyl-formamide / Inert atmosphere

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; 1,1'-sulfinylbisbenzene; tetrabutyl ammonium fluoride; sodium trimethylsilanolate; sodium hydride; caesium carbonate; 2,4,6-tri-tert-butylpyrimidine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/jo102363d