tert-butyl ((1R,2S,3S,5R)-5-(3-isothiocyanatopyridin-4-yl)-3-methyl-2-(methylsulfonyl)cyclohexyl)carbamate

Base Information

Chemical Name:tert-butyl ((1R,2S,3S,5R)-5-(3-isothiocyanatopyridin-4-yl)-3-methyl-2-(methylsulfonyl)cyclohexyl)carbamate
CAS No.:1616587-23-5
Molecular Formula:C₁₉H₂₇N₃O₄S₂
Molecular Weight:425.573
Hs Code.:

Synonyms:tert-butyl ((1R,2S,3S,5R)-5-(3-isothiocyanatopyridin-4-yl)-3-methyl-2-(methylsulfonyl)cyclohexyl)carbamate

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Chemical Property of tert-butyl ((1R,2S,3S,5R)-5-(3-isothiocyanatopyridin-4-yl)-3-methyl-2-(methylsulfonyl)cyclohexyl)carbamate

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Technology Process of tert-butyl ((1R,2S,3S,5R)-5-(3-isothiocyanatopyridin-4-yl)-3-methyl-2-(methylsulfonyl)cyclohexyl)carbamate

There total 22 articles about tert-butyl ((1R,2S,3S,5R)-5-(3-isothiocyanatopyridin-4-yl)-3-methyl-2-(methylsulfonyl)cyclohexyl)carbamate 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:

: 1616587-22-4
tert-butyl ((1R,2S,3S,5R)-5-(3-aminopyridin-4-yl)-3-methyl-2-(methylsulfonyl)cyclohexyl)carbamate

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

: 1616587-23-5
tert-butyl ((1R,2S,3S,5R)-5-(3-isothiocyanatopyridin-4-yl)-3-methyl-2-(methylsulfonyl)cyclohexyl)carbamate

Guidance literature:: In tetrahydrofuran; at 60 ℃; for 2h;

Reference yield:

: (±)-(1S,5S,6S)-6-bromo-5-methyl-3-(3-nitropyridin-4-yl)-cyclohex-2-enol

: 1616587-23-5
tert-butyl ((1R,2S,3S,5R)-5-(3-isothiocyanatopyridin-4-yl)-3-methyl-2-(methylsulfonyl)cyclohexyl)carbamate

Guidance literature:: Multi-step reaction with 15 steps

1.1: potassium tert-butylate / tetrahydrofuran / 0.5 h

1.2: 20 °C

2.1: ammonium hydroxide; trimethylphosphane / water; pyridine / 2 h / 20 °C

3.1: sodium hydrogencarbonate / 1,4-dioxane / 2 h / 20 °C

4.1: pyridine / 20 °C

5.1: palladium 10% on activated carbon; hydrogen / methanol; ethyl acetate / 72 h / 20 °C

6.1: 1,4-dioxane / 6 h / 120 °C / Inert atmosphere

7.1: potassium carbonate / ethanol / 24 h / 50 °C

8.1: pyridine / 16 h / 20 °C

9.1: N,N-dimethyl-formamide / 6 h / 60 °C / Inert atmosphere

10.1: potassium carbonate / methanol / 0.25 h

10.2: 0.25 h / 20 °C

11.1: Oxone / tetrahydrofuran; water / 1.17 h / 20 °C

12.1: hydrogenchloride / 1,4-dioxane / 3 h

13.1: sodium carbonate / 1,4-dioxane / 3 h

14.1: OJ column / ethanol; n-heptane / Resolution of racemate; Supercritical conditions

15.1: tetrahydrofuran / 2 h / 60 °C

With pyridine; hydrogenchloride; Oxone; ammonium hydroxide; palladium 10% on activated carbon; potassium tert-butylate; hydrogen; sodium hydrogencarbonate; sodium carbonate; potassium carbonate; trimethylphosphane; In tetrahydrofuran; 1,4-dioxane; pyridine; methanol; ethanol; n-heptane; water; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

: (±)-2-azido-6-methyl-4-(3-nitropyridin-4-yl)cyclohex-3-enol

: 1616587-23-5
tert-butyl ((1R,2S,3S,5R)-5-(3-isothiocyanatopyridin-4-yl)-3-methyl-2-(methylsulfonyl)cyclohexyl)carbamate

Guidance literature:: Multi-step reaction with 14 steps

1.1: ammonium hydroxide; trimethylphosphane / water; pyridine / 2 h / 20 °C

2.1: sodium hydrogencarbonate / 1,4-dioxane / 2 h / 20 °C

3.1: pyridine / 20 °C

4.1: palladium 10% on activated carbon; hydrogen / methanol; ethyl acetate / 72 h / 20 °C

5.1: 1,4-dioxane / 6 h / 120 °C / Inert atmosphere

6.1: potassium carbonate / ethanol / 24 h / 50 °C

7.1: pyridine / 16 h / 20 °C

8.1: N,N-dimethyl-formamide / 6 h / 60 °C / Inert atmosphere

9.1: potassium carbonate / methanol / 0.25 h

9.2: 0.25 h / 20 °C

10.1: Oxone / tetrahydrofuran; water / 1.17 h / 20 °C

11.1: hydrogenchloride / 1,4-dioxane / 3 h

12.1: sodium carbonate / 1,4-dioxane / 3 h

13.1: OJ column / ethanol; n-heptane / Resolution of racemate; Supercritical conditions

14.1: tetrahydrofuran / 2 h / 60 °C

With pyridine; hydrogenchloride; Oxone; ammonium hydroxide; palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; sodium carbonate; potassium carbonate; trimethylphosphane; In tetrahydrofuran; 1,4-dioxane; pyridine; methanol; ethanol; n-heptane; water; ethyl acetate; N,N-dimethyl-formamide;