methyl 6-tert-butoxycarbonylamino-4-{[1-(2-nitrobenzenesulfonyl)piperidin-4-yl]methyl}pyridine-2-carboxylate

Base Information

Chemical Name:methyl 6-tert-butoxycarbonylamino-4-{[1-(2-nitrobenzenesulfonyl)piperidin-4-yl]methyl}pyridine-2-carboxylate
CAS No.:1323264-37-4
Molecular Formula:C₂₄H₃₀N₄O₈S
Molecular Weight:534.59
Hs Code.:

Synonyms:methyl 6-tert-butoxycarbonylamino-4-{[1-(2-nitrobenzenesulfonyl)piperidin-4-yl]methyl}pyridine-2-carboxylate

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Chemical Property of methyl 6-tert-butoxycarbonylamino-4-{[1-(2-nitrobenzenesulfonyl)piperidin-4-yl]methyl}pyridine-2-carboxylate

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Technology Process of methyl 6-tert-butoxycarbonylamino-4-{[1-(2-nitrobenzenesulfonyl)piperidin-4-yl]methyl}pyridine-2-carboxylate

There total 8 articles about methyl 6-tert-butoxycarbonylamino-4-{[1-(2-nitrobenzenesulfonyl)piperidin-4-yl]methyl}pyridine-2-carboxylate 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: 66.0%

: 1323264-35-2
6-methoxycarbonyl-4-{[1-(2-nitrobenzenesulfonyl)piperidin-4-yl]methyl}pyridine-2-carboxylic acid

: 75-65-0
tert-butyl alcohol

: 1323264-37-4
methyl 6-tert-butoxycarbonylamino-4-{[1-(2-nitrobenzenesulfonyl)piperidin-4-yl]methyl}pyridine-2-carboxylate

Guidance literature:: With diphenyl phosphoryl azide; triethylamine; In toluene; at 100 ℃; for 16h; Inert atmosphere;
DOI:10.1135/cccc2011017

Reference yield:

: 138-60-3
chelidamic acid

: 1323264-37-4
methyl 6-tert-butoxycarbonylamino-4-{[1-(2-nitrobenzenesulfonyl)piperidin-4-yl]methyl}pyridine-2-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: phosphorus pentabromide / chloroform / 3 h / 90 °C / Inert atmosphere

2.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 3 h / Inert atmosphere; Reflux

2.2: 0.17 h / 20 °C / Inert atmosphere

3.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C / Inert atmosphere

4.1: dmap; triethylamine / dichloromethane / 16 h / 20 °C / Inert atmosphere

5.1: potassium hydroxide / methanol; dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere

6.1: diphenyl phosphoryl azide; triethylamine / toluene / 16 h / 100 °C / Inert atmosphere

With dmap; diphenyl phosphoryl azide; phosphorus pentabromide; triethylamine; 9-bora-bicyclo[3.3.1]nonane; trifluoroacetic acid; potassium hydroxide; In tetrahydrofuran; methanol; dichloromethane; chloroform; toluene; 6.1: Curtius rearrangement;
DOI:10.1135/cccc2011017

Reference yield:

: 1323264-31-8
C₁₅H₂₀N₂O₄

: 1323264-37-4
methyl 6-tert-butoxycarbonylamino-4-{[1-(2-nitrobenzenesulfonyl)piperidin-4-yl]methyl}pyridine-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: dmap; triethylamine / dichloromethane / 16 h / 20 °C / Inert atmosphere

2: potassium hydroxide / methanol; dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere

3: diphenyl phosphoryl azide; triethylamine / toluene / 16 h / 100 °C / Inert atmosphere

With dmap; diphenyl phosphoryl azide; triethylamine; potassium hydroxide; In methanol; dichloromethane; toluene; 3: Curtius rearrangement;
DOI:10.1135/cccc2011017