methyl 2-(2-aminoacetamido)-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-β-D-glucopyranoside lactam

Base Information

Chemical Name:methyl 2-(2-aminoacetamido)-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-β-D-glucopyranoside lactam
CAS No.:864874-22-6
Molecular Formula:C₆₃H₆₈N₂O₁₅
Molecular Weight:1093.24
Hs Code.:

methyl 2-(2-aminoacetamido)-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-β-D-glucopyranoside lactam

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Chemical Property of methyl 2-(2-aminoacetamido)-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-β-D-glucopyranoside lactam

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Technology Process of methyl 2-(2-aminoacetamido)-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-β-D-glucopyranoside lactam

There total 5 articles about methyl 2-(2-aminoacetamido)-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-β-D-glucopyranoside lactam 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:

: 6-{2-[7-(2-amino-acetylamino)-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-3,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-4-yloxy}-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-carboxylic acid

: 864874-22-6
methyl 2-(2-aminoacetamido)-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-β-D-glucopyranoside lactam

Guidance literature:: With N-ethylmorpholine;; benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; In N,N-dimethyl-formamide; at 20 ℃; for 24h;
DOI:10.1039/b416105j

Reference yield:

: 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

: 864874-22-6
methyl 2-(2-aminoacetamido)-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-β-D-glucopyranoside lactam

Guidance literature:: Multi-step reaction with 3 steps

1: 43 percent / TEMPO; KBr; Bu₄NCl / NaOCl; NaCl / CH₂Cl₂; aq. NaHCO₃

2: piperidine / dimethylformamide / 1 h / 20 °C

3: 19 mg / TBTU; HOBt; N-ethylmorpholine / dimethylformamide / 24 h / 20 °C

With piperidine; 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

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

: 864874-22-6
methyl 2-(2-aminoacetamido)-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-β-D-glucopyranoside lactam

Guidance literature:: Multi-step reaction with 4 steps

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

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

3: piperidine / dimethylformamide / 1 h / 20 °C

4: 19 mg / TBTU; HOBt; N-ethylmorpholine / dimethylformamide / 24 h / 20 °C

With piperidine; 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