1-{[(3S,5S)-3-hydroxy-3-(hydroxymethyl)-1-methylcyclohexaneyl]methyl}-1H-benzimidazole-6-carbonitrile

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Chemical Name:1-{[(3S,5S)-3-hydroxy-3-(hydroxymethyl)-1-methylcyclohexaneyl]methyl}-1H-benzimidazole-6-carbonitrile
CAS No.:1416324-71-4
Molecular Formula:C₁₇H₂₁N₃O₂
Molecular Weight:299.373
Hs Code.:

Synonyms:1-{[(3S,5S)-3-hydroxy-3-(hydroxymethyl)-1-methylcyclohexaneyl]methyl}-1H-benzimidazole-6-carbonitrile

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Chemical Property of 1-{[(3S,5S)-3-hydroxy-3-(hydroxymethyl)-1-methylcyclohexaneyl]methyl}-1H-benzimidazole-6-carbonitrile

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Technology Process of 1-{[(3S,5S)-3-hydroxy-3-(hydroxymethyl)-1-methylcyclohexaneyl]methyl}-1H-benzimidazole-6-carbonitrile

There total 19 articles about 1-{[(3S,5S)-3-hydroxy-3-(hydroxymethyl)-1-methylcyclohexaneyl]methyl}-1H-benzimidazole-6-carbonitrile 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:

: 1416324-69-0
1-{[(3R,5S)-5-methyl-1-oxaspiro[2.5]oct-5-yl]methyl}-1H-benzimidazole-6-carbonitrile

: 1416324-71-4
1-{[(3S,5S)-3-hydroxy-3-(hydroxymethyl)-1-methylcyclohexaneyl]methyl}-1H-benzimidazole-6-carbonitrile

Guidance literature:: With water; trifluoroacetic acid; In N,N-dimethyl-formamide; at 10 - 20 ℃;

Reference yield:

: 1416324-26-9
(1S,4'R,5'R,6R)-6-methyl-4',5'-diphenylspiro[bicyclo[4.1.0]heptane-2,2'-[1,3]dioxolane]

: 1416324-71-4
1-{[(3S,5S)-3-hydroxy-3-(hydroxymethyl)-1-methylcyclohexaneyl]methyl}-1H-benzimidazole-6-carbonitrile

Guidance literature:: Multi-step reaction with 7 steps

1.1: hydrogen bromide / methanol; water / 24 h / 20 °C

2.1: potassium phtalimide / 1-methyl-pyrrolidin-2-one / 120 h / 120 - 130 °C

2.2: 2 h / Reflux

3.1: potassium carbonate / acetonitrile / 2 h / 40 °C

4.1: formic acid; iron / methanol; ethyl acetate / 3.5 h / 64 °C

5.1: formic acid / 18 h / 70 °C

6.1: potassium tert-butylate / dimethyl sulfoxide / 1 h / 20 - 35 °C

7.1: trifluoroacetic acid; water / N,N-dimethyl-formamide / 10 - 20 °C

With formic acid; potassium tert-butylate; water; hydrogen bromide; iron; potassium carbonate; potassium phtalimide; trifluoroacetic acid; In 1-methyl-pyrrolidin-2-one; methanol; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 1416324-27-0
(2R,3R,7S)-7-(bromomethyl)-7-methyl-2,3-diphenyl-1,4-dioxaspiro[4.5]decane

: 1416324-71-4
1-{[(3S,5S)-3-hydroxy-3-(hydroxymethyl)-1-methylcyclohexaneyl]methyl}-1H-benzimidazole-6-carbonitrile

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium phtalimide / 1-methyl-pyrrolidin-2-one / 120 h / 120 - 130 °C

1.2: 2 h / Reflux

2.1: potassium carbonate / acetonitrile / 2 h / 40 °C

3.1: formic acid; iron / methanol; ethyl acetate / 3.5 h / 64 °C

4.1: formic acid / 18 h / 70 °C

5.1: potassium tert-butylate / dimethyl sulfoxide / 1 h / 20 - 35 °C

6.1: trifluoroacetic acid; water / N,N-dimethyl-formamide / 10 - 20 °C

With formic acid; potassium tert-butylate; water; iron; potassium carbonate; potassium phtalimide; trifluoroacetic acid; In 1-methyl-pyrrolidin-2-one; methanol; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;