1-[(2S,3R)-2-benzyloxy-5-(naphthalen-1-yl)-3-pentyl]imidazole-4-carboxamide

Base Information

Chemical Name:1-[(2S,3R)-2-benzyloxy-5-(naphthalen-1-yl)-3-pentyl]imidazole-4-carboxamide
CAS No.:256461-75-3
Molecular Formula:C₂₆H₂₇N₃O₂
Molecular Weight:413.519
Hs Code.:

Synonyms:1-[(2S,3R)-2-benzyloxy-5-(naphthalen-1-yl)-3-pentyl]imidazole-4-carboxamide

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Chemical Property of 1-[(2S,3R)-2-benzyloxy-5-(naphthalen-1-yl)-3-pentyl]imidazole-4-carboxamide

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Technology Process of 1-[(2S,3R)-2-benzyloxy-5-(naphthalen-1-yl)-3-pentyl]imidazole-4-carboxamide

There total 5 articles about 1-[(2S,3R)-2-benzyloxy-5-(naphthalen-1-yl)-3-pentyl]imidazole-4-carboxamide 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: 93.3%

: 256461-57-1
methyl 1-[(2S,3R)-2-benzyloxy-5-(1-naphthyl)-3-pentyl]-imidazole-4-carboxylate

: 256461-75-3
1-[(2S,3R)-2-benzyloxy-5-(naphthalen-1-yl)-3-pentyl]imidazole-4-carboxamide

Guidance literature:: With ammonium hydroxide; In DMF (N,N-dimethyl-formamide); at 100 ℃; for 8h;

Reference yield: 34.4%

: 26832-08-6
imidazole-4-carboxamide

: 256462-53-0
(2S,3S)-2-benzyloxy-5-(1-naphtyl)pentyl methanesulfonate

: 256461-75-3
1-[(2S,3R)-2-benzyloxy-5-(naphthalen-1-yl)-3-pentyl]imidazole-4-carboxamide

Guidance literature:: With sodium hydride; In DMF (N,N-dimethyl-formamide); at 20 - 80 ℃; for 48h; Cooling with ice-bath;

Reference yield:

: 256462-66-5
(3S)-3-benzyloxy-1,2-epoxybutane

: 256461-75-3
1-[(2S,3R)-2-benzyloxy-5-(naphthalen-1-yl)-3-pentyl]imidazole-4-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: magnessium / diethyl ether

1.2: lithium chloride; copper(II) chloride / tetrahydrofuran; diethyl ether / 0.17 h / -78 °C

1.3: 42 percent / tetrahydrofuran; diethyl ether; diethyl ether / -78 - 20 °C

2.1: triethylamine / CH₂Cl₂ / 1 h / 0 °C

3.1: NaH / dimethylformamide / 0.33 h / 20 °C

3.2: 221 mg / dimethylformamide / 48 h / 80 °C

With sodium hydride; magnesium; triethylamine; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm0499559