2-[N-(4-methoxybenzyl)amino]-3-methyl-5-{2'-O-[2-(N,N-dibenzyl)aminoethyl]-3',5'-di-O-benzyl-β-D-ribofurano-1'-yl}pyridine

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Chemical Name:2-[N-(4-methoxybenzyl)amino]-3-methyl-5-{2'-O-[2-(N,N-dibenzyl)aminoethyl]-3',5'-di-O-benzyl-β-D-ribofurano-1'-yl}pyridine
CAS No.:1363735-81-2
Molecular Formula:C₄₉H₅₃N₃O₅
Molecular Weight:763.977
Hs Code.:

Synonyms:2-[N-(4-methoxybenzyl)amino]-3-methyl-5-{2'-O-[2-(N,N-dibenzyl)aminoethyl]-3',5'-di-O-benzyl-β-D-ribofurano-1'-yl}pyridine

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Chemical Property of 2-[N-(4-methoxybenzyl)amino]-3-methyl-5-{2'-O-[2-(N,N-dibenzyl)aminoethyl]-3',5'-di-O-benzyl-β-D-ribofurano-1'-yl}pyridine

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Technology Process of 2-[N-(4-methoxybenzyl)amino]-3-methyl-5-{2'-O-[2-(N,N-dibenzyl)aminoethyl]-3',5'-di-O-benzyl-β-D-ribofurano-1'-yl}pyridine

There total 10 articles about 2-[N-(4-methoxybenzyl)amino]-3-methyl-5-{2'-O-[2-(N,N-dibenzyl)aminoethyl]-3',5'-di-O-benzyl-β-D-ribofurano-1'-yl}pyridine 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: 57.0%

: 2-[bis-N,N-(4-methoxybenzyl)amino]-3-methyl-5-{2'-O-[2-(N,N-dibenzyl)aminoethyl]-3',5'-di-O-benzyl-D-ribofurano-1'-yl}pyridine

: 1363735-81-2
2-[N-(4-methoxybenzyl)amino]-3-methyl-5-{2'-O-[2-(N,N-dibenzyl)aminoethyl]-3',5'-di-O-benzyl-β-D-ribofurano-1'-yl}pyridine

Guidance literature:: With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane; at -78 - 20 ℃; for 26h; Inert atmosphere;
DOI:10.1002/chem.201102287

Reference yield:

: 80795-53-5
(2S,3R,4S,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-methoxytetrahydrofuran-3-ol

: 1363735-81-2
2-[N-(4-methoxybenzyl)amino]-3-methyl-5-{2'-O-[2-(N,N-dibenzyl)aminoethyl]-3',5'-di-O-benzyl-β-D-ribofurano-1'-yl}pyridine

Guidance literature:: Multi-step reaction with 9 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 5 h / -5 °C / Inert atmosphere

2.1: lithium borohydride / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

3.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

4.1: hydrazine hydrate / ethanol / 24 h / 20 °C / Inert atmosphere

5.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 5 h / 0 °C / Inert atmosphere

6.1: sulfuric acid; acetic acid / water / 6 h / 80 °C / Inert atmosphere

7.1: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / dichloromethane / 5 h / 0 - 20 °C / Inert atmosphere; Molecular sieve

8.1: n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 °C / Inert atmosphere

8.2: 6 h / -78 °C

9.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / 26 h / -78 - 20 °C / Inert atmosphere

With triethylsilane; lithium borohydride; n-butyllithium; tetrapropylammonium perruthennate; sulfuric acid; boron trifluoride diethyl etherate; sodium hydride; hydrazine hydrate; acetic acid; 4-methylmorpholine N-oxide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; mineral oil; 3.1: Mitsunobu reaction;
DOI:10.1002/chem.201102287

Reference yield:

: 1363735-76-5
2-O-[2-(N,N-dibenzyl)aminoethyl]-3,5-di-O-benzyl-D-ribolactone

: 1363735-81-2
2-[N-(4-methoxybenzyl)amino]-3-methyl-5-{2'-O-[2-(N,N-dibenzyl)aminoethyl]-3',5'-di-O-benzyl-β-D-ribofurano-1'-yl}pyridine

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 °C / Inert atmosphere

1.2: 6 h / -78 °C

2.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / 26 h / -78 - 20 °C / Inert atmosphere

With triethylsilane; n-butyllithium; boron trifluoride diethyl etherate; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1002/chem.201102287