(1R,3R,4R,5S)-3-[2-O-benzoyl-3-O-((1S)-1-carboxy-2-cyclohexylethyl)-(β-D-galactopyranosyl)oxy]-4-[(α-L-fucopyranosyl)oxy]-5-methyl-N-(3-{1-[3-(5-nitro-1H-indol-1-yl)propyl]piperazin-1-yl}propyl)cyclohexanecarboxamide

Base Information

Chemical Name:(1R,3R,4R,5S)-3-[2-O-benzoyl-3-O-((1S)-1-carboxy-2-cyclohexylethyl)-(β-D-galactopyranosyl)oxy]-4-[(α-L-fucopyranosyl)oxy]-5-methyl-N-(3-{1-[3-(5-nitro-1H-indol-1-yl)propyl]piperazin-1-yl}propyl)cyclohexanecarboxamide
CAS No.:1365478-91-6
Molecular Formula:C₅₄H₇₇N₅O₁₇
Molecular Weight:1068.23
Hs Code.:

(1R,3R,4R,5S)-3-[2-O-benzoyl-3-O-((1S)-1-carboxy-2-cyclohexylethyl)-(β-D-galactopyranosyl)oxy]-4-[(α-L-fucopyranosyl)oxy]-5-methyl-N-(3-{1-[3-(5-nitro-1H-indol-1-yl)propyl]piperazin-1-yl}propyl)cyclohexanecarboxamide

Synonyms:(1R,3R,4R,5S)-3-[2-O-benzoyl-3-O-((1S)-1-carboxy-2-cyclohexylethyl)-(β-D-galactopyranosyl)oxy]-4-[(α-L-fucopyranosyl)oxy]-5-methyl-N-(3-{1-[3-(5-nitro-1H-indol-1-yl)propyl]piperazin-1-yl}propyl)cyclohexanecarboxamide

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Chemical Property of (1R,3R,4R,5S)-3-[2-O-benzoyl-3-O-((1S)-1-carboxy-2-cyclohexylethyl)-(β-D-galactopyranosyl)oxy]-4-[(α-L-fucopyranosyl)oxy]-5-methyl-N-(3-{1-[3-(5-nitro-1H-indol-1-yl)propyl]piperazin-1-yl}propyl)cyclohexanecarboxamide

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Technology Process of (1R,3R,4R,5S)-3-[2-O-benzoyl-3-O-((1S)-1-carboxy-2-cyclohexylethyl)-(β-D-galactopyranosyl)oxy]-4-[(α-L-fucopyranosyl)oxy]-5-methyl-N-(3-{1-[3-(5-nitro-1H-indol-1-yl)propyl]piperazin-1-yl}propyl)cyclohexanecarboxamide

There total 5 articles about (1R,3R,4R,5S)-3-[2-O-benzoyl-3-O-((1S)-1-carboxy-2-cyclohexylethyl)-(β-D-galactopyranosyl)oxy]-4-[(α-L-fucopyranosyl)oxy]-5-methyl-N-(3-{1-[3-(5-nitro-1H-indol-1-yl)propyl]piperazin-1-yl}propyl)cyclohexanecarboxamide 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: 34.0%

: 3-{4-[3-(5-nitro-1H-indol-1-yl)propyl]piperazin-1-yl}propan-1-amine

: 1365478-25-6
(1R,3R,4R,5S)-3-[2-O-benzoyl-3-O-((1S)-1-carboxy-2-cyclohexylethyl)-(β-D-galactopyranosyl)oxy]-4-[(α-L-fucopyranosyl)oxy]-5-methylcyclohexanecarboxylic acid

: 1365478-91-6
(1R,3R,4R,5S)-3-[2-O-benzoyl-3-O-((1S)-1-carboxy-2-cyclohexylethyl)-(β-D-galactopyranosyl)oxy]-4-[(α-L-fucopyranosyl)oxy]-5-methyl-N-(3-{1-[3-(5-nitro-1H-indol-1-yl)propyl]piperazin-1-yl}propyl)cyclohexanecarboxamide

Guidance literature:: (1R,3R,4R,5S)-3-[2-O-benzoyl-3-O-((1S)-1-carboxy-2-cyclohexylethyl)-(β-D-galactopyranosyl)oxy]-4-[(α-L-fucopyranosyl)oxy]-5-methylcyclohexanecarboxylic acid; With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 0.0833333h; Inert atmosphere;

3-{4-[3-(5-nitro-1H-indol-1-yl)propyl]piperazin-1-yl}propan-1-amine; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; for 2.5h; Inert atmosphere;

Reference yield:

: 6146-52-7
5-nitroindole

: 1365478-91-6
(1R,3R,4R,5S)-3-[2-O-benzoyl-3-O-((1S)-1-carboxy-2-cyclohexylethyl)-(β-D-galactopyranosyl)oxy]-4-[(α-L-fucopyranosyl)oxy]-5-methyl-N-(3-{1-[3-(5-nitro-1H-indol-1-yl)propyl]piperazin-1-yl}propyl)cyclohexanecarboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium hydroxide / N,N-dimethyl-formamide / 20 °C

1.2: 17 h / 20 °C

2.1: triethylamine / N,N-dimethyl-formamide / 2 h / 20 °C

3.1: diphenylphosphoranyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 2 h / -15 - 20 °C

3.2: 12 h / 20 °C

3.3: 2 h

4.1: triphenylphosphine; water / tetrahydrofuran / 3 h / 60 °C

5.1: benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 0.08 h / 20 °C / Inert atmosphere

5.2: 2.5 h / Inert atmosphere

With diphenylphosphoranyl azide; water; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; triphenylphosphine; potassium hydroxide; In tetrahydrofuran; N,N-dimethyl-formamide;

Reference yield:

: 1026073-56-2
{(1R,3R,4R,5S)-4-[(α-L-fucopyranosyl)oxy]-1-methoxycarbonyl-5-methylcyclohex-3-yl} 2-O-benzoyl-3-O-[(1S)-1-carboxy-2-cyclohexylethyl]-β-D-galactopyranoside

: 1365478-91-6
(1R,3R,4R,5S)-3-[2-O-benzoyl-3-O-((1S)-1-carboxy-2-cyclohexylethyl)-(β-D-galactopyranosyl)oxy]-4-[(α-L-fucopyranosyl)oxy]-5-methyl-N-(3-{1-[3-(5-nitro-1H-indol-1-yl)propyl]piperazin-1-yl}propyl)cyclohexanecarboxamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydroxide; water / methanol / 3 h / 20 °C

2.1: benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 0.08 h / 20 °C / Inert atmosphere

2.2: 2.5 h / Inert atmosphere

With water; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; sodium hydroxide; In methanol; N,N-dimethyl-formamide;