(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-[4-(5-nitro-1H-indol-1-yl)butyl]-1H-1,2,3-triazol-4-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-[4-(5-nitro-1H-indol-1-yl)butyl]-1H-1,2,3-triazol-4-yl}propyl)cyclohexanecarboxamide
CAS No.:1365478-76-7
Molecular Formula:C₅₃H₇₂N₆O₁₇
Molecular Weight:1065.18
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-[4-(5-nitro-1H-indol-1-yl)butyl]-1H-1,2,3-triazol-4-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-[4-(5-nitro-1H-indol-1-yl)butyl]-1H-1,2,3-triazol-4-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-[4-(5-nitro-1H-indol-1-yl)butyl]-1H-1,2,3-triazol-4-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-[4-(5-nitro-1H-indol-1-yl)butyl]-1H-1,2,3-triazol-4-yl}propyl)cyclohexanecarboxamide

There total 12 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-[4-(5-nitro-1H-indol-1-yl)butyl]-1H-1,2,3-triazol-4-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: 59.0%

: 1365478-40-5
1-(4-azidobutyl)-5-nitro-1H-indole

: 1365478-33-6
(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-(pent-4-yn-1-yl)cyclohexanecarboxamide

: 1365478-76-7
(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-[4-(5-nitro-1H-indol-1-yl)butyl]-1H-1,2,3-triazol-4-yl}propyl)cyclohexanecarboxamide

Guidance literature:: With copper(II) sulfate penta hydrate; sodium L-ascorbate; In tetrahydrofuran; water; tert-butyl alcohol; at 20 ℃; Inert atmosphere;
DOI:10.1021/ja4029582

Reference yield: 59.0%

: 1365478-76-7
(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-[4-(5-nitro-1H-indol-1-yl)butyl]-1H-1,2,3-triazol-4-yl}propyl)cyclohexanecarboxamide

Guidance literature:

Reference yield:

: 13224-84-5
5-trimethylsilanyl-pent-4-yn-1-ol

: 1365478-76-7
(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-[4-(5-nitro-1H-indol-1-yl)butyl]-1H-1,2,3-triazol-4-yl}propyl)cyclohexanecarboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: triethylamine / dichloromethane / 2 h / -15 °C

2.1: sodium azide / N,N-dimethyl-formamide / 2.5 h / Inert atmosphere

3.1: water; triphenylphosphine / tetrahydrofuran / 4.5 h / 50 °C

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

4.2: 2 h / 20 °C

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C / Inert atmosphere

6.1: sodium L-ascorbate; copper(II) sulfate penta hydrate / tetrahydrofuran; water; tert-butyl alcohol / 20 °C / Inert atmosphere

With sodium azide; copper(II) sulfate penta hydrate; tetrabutyl ammonium fluoride; water; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; sodium L-ascorbate; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/ja4029582