methyl 3-O-(2,4-di-O-benzyl-3-O-[2,3,4-tri-O-benzyl-α-L-mannopyranosyluronic acid]-α-L-rhamnopyranosyl)-4,6-O-benzylidene-2-deoxy-2-(N-α-fluorenylmethoxycarbonyl-glycinyl)-amido-β-D-glucopyranoside

Base Information

Chemical Name:methyl 3-O-(2,4-di-O-benzyl-3-O-[2,3,4-tri-O-benzyl-α-L-mannopyranosyluronic acid]-α-L-rhamnopyranosyl)-4,6-O-benzylidene-2-deoxy-2-(N-α-fluorenylmethoxycarbonyl-glycinyl)-amido-β-D-glucopyranoside
CAS No.:864874-20-4
Molecular Formula:C₇₈H₈₀N₂O₁₈
Molecular Weight:1333.5
Hs Code.:

methyl 3-O-(2,4-di-O-benzyl-3-O-[2,3,4-tri-O-benzyl-α-L-mannopyranosyluronic acid]-α-L-rhamnopyranosyl)-4,6-O-benzylidene-2-deoxy-2-(N-α-fluorenylmethoxycarbonyl-glycinyl)-amido-β-D-glucopyranoside

Synonyms:methyl 3-O-(2,4-di-O-benzyl-3-O-[2,3,4-tri-O-benzyl-α-L-mannopyranosyluronic acid]-α-L-rhamnopyranosyl)-4,6-O-benzylidene-2-deoxy-2-(N-α-fluorenylmethoxycarbonyl-glycinyl)-amido-β-D-glucopyranoside

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Chemical Property of methyl 3-O-(2,4-di-O-benzyl-3-O-[2,3,4-tri-O-benzyl-α-L-mannopyranosyluronic acid]-α-L-rhamnopyranosyl)-4,6-O-benzylidene-2-deoxy-2-(N-α-fluorenylmethoxycarbonyl-glycinyl)-amido-β-D-glucopyranoside

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Technology Process of methyl 3-O-(2,4-di-O-benzyl-3-O-[2,3,4-tri-O-benzyl-α-L-mannopyranosyluronic acid]-α-L-rhamnopyranosyl)-4,6-O-benzylidene-2-deoxy-2-(N-α-fluorenylmethoxycarbonyl-glycinyl)-amido-β-D-glucopyranoside

There total 3 articles about methyl 3-O-(2,4-di-O-benzyl-3-O-[2,3,4-tri-O-benzyl-α-L-mannopyranosyluronic acid]-α-L-rhamnopyranosyl)-4,6-O-benzylidene-2-deoxy-2-(N-α-fluorenylmethoxycarbonyl-glycinyl)-amido-β-D-glucopyranoside 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: 43.0%

: 864874-18-0
methyl 3-O-(2,4-di-O-benzyl-3-O-[2,3,4-tri-O-benzyl-α-L-mannopyranosyl]-α-L-rhamnopyranosyl)-4,6-O-benzylidene-2-deoxy-2-(N-α-fluorenylmethoxycarbonyl-glycinyl)-amido-β-D-glucopyranoside

: 864874-20-4
methyl 3-O-(2,4-di-O-benzyl-3-O-[2,3,4-tri-O-benzyl-α-L-mannopyranosyluronic acid]-α-L-rhamnopyranosyl)-4,6-O-benzylidene-2-deoxy-2-(N-α-fluorenylmethoxycarbonyl-glycinyl)-amido-β-D-glucopyranoside

Guidance literature:: With 2,2,6,6-tetramethyl-piperidine-N-oxyl; tetrabutyl-ammonium chloride; potassium bromide; sodium hypochlorite; sodium chloride; In dichloromethane; sodium hydrogencarbonate;
DOI:10.1039/b416105j

Reference yield:

: 864874-16-8
methyl 2-amino-3-O-(2,4-di-O-benzyl-3-O-[2,3,4-tri-O-benzyl-6-O-tert-butyl-diphenylsilyl-α-L-mannopyranosyl]-α-L-rhamnopyranosyl)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

: 864874-20-4
methyl 3-O-(2,4-di-O-benzyl-3-O-[2,3,4-tri-O-benzyl-α-L-mannopyranosyluronic acid]-α-L-rhamnopyranosyl)-4,6-O-benzylidene-2-deoxy-2-(N-α-fluorenylmethoxycarbonyl-glycinyl)-amido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / TBAF / tetrahydrofuran / 15 h / 60 °C

2: 86 percent / TBTU; HOBt; N-ethylmorpholine / dimethylformamide / 18 h / 20 °C

3: 43 percent / TEMPO; KBr; Bu₄NCl / NaOCl; NaCl / CH₂Cl₂; aq. NaHCO₃

With N-ethylmorpholine;; 2,2,6,6-tetramethyl-piperidine-N-oxyl; tetrabutyl ammonium fluoride; tetrabutyl-ammonium chloride; benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; potassium bromide; sodium hypochlorite; sodium chloride; In tetrahydrofuran; dichloromethane; sodium hydrogencarbonate; N,N-dimethyl-formamide;
DOI:10.1039/b416105j

Reference yield:

: 864874-17-9
methyl 2-amino-3-O-(2,4-di-O-benzyl-3-O-[2,3,4-tri-O-benzyl-α-L-mannopyranosyl]-α-L-rhamnopyranosyl)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

: 864874-20-4
methyl 3-O-(2,4-di-O-benzyl-3-O-[2,3,4-tri-O-benzyl-α-L-mannopyranosyluronic acid]-α-L-rhamnopyranosyl)-4,6-O-benzylidene-2-deoxy-2-(N-α-fluorenylmethoxycarbonyl-glycinyl)-amido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / TBTU; HOBt; N-ethylmorpholine / dimethylformamide / 18 h / 20 °C

2: 43 percent / TEMPO; KBr; Bu₄NCl / NaOCl; NaCl / CH₂Cl₂; aq. NaHCO₃

With N-ethylmorpholine;; 2,2,6,6-tetramethyl-piperidine-N-oxyl; tetrabutyl-ammonium chloride; benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; potassium bromide; sodium hypochlorite; sodium chloride; In dichloromethane; sodium hydrogencarbonate; N,N-dimethyl-formamide;
DOI:10.1039/b416105j