tetrabutyl ammonium salt (25,5R)-4-tert-butyl{(6-sulfooxy-7-oxo-1,6-diazabicyclo[3.2.1]oct-2-ylcarbonyl)amino}piperidine-1-carboxylate

Base Information

Chemical Name:tetrabutyl ammonium salt (25,5R)-4-tert-butyl{(6-sulfooxy-7-oxo-1,6-diazabicyclo[3.2.1]oct-2-ylcarbonyl)amino}piperidine-1-carboxylate
CAS No.:1174020-24-6
Molecular Formula:C₁₆H₃₆N*C₁₇H₂₇N₄O₈S
Molecular Weight:689.958
Hs Code.:

Synonyms:tetrabutyl ammonium salt (25,5R)-4-tert-butyl{(6-sulfooxy-7-oxo-1,6-diazabicyclo[3.2.1]oct-2-ylcarbonyl)amino}piperidine-1-carboxylate

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Chemical Property of tetrabutyl ammonium salt (25,5R)-4-tert-butyl{(6-sulfooxy-7-oxo-1,6-diazabicyclo[3.2.1]oct-2-ylcarbonyl)amino}piperidine-1-carboxylate

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Technology Process of tetrabutyl ammonium salt (25,5R)-4-tert-butyl{(6-sulfooxy-7-oxo-1,6-diazabicyclo[3.2.1]oct-2-ylcarbonyl)amino}piperidine-1-carboxylate

There total 1 articles about tetrabutyl ammonium salt (25,5R)-4-tert-butyl{(6-sulfooxy-7-oxo-1,6-diazabicyclo[3.2.1]oct-2-ylcarbonyl)amino}piperidine-1-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:

: 63088-78-8,448964-01-0,478409-64-2
(2S,5R)-5-hydroxypiperidine-2-carboxylic acid

: 1174020-24-6
tetrabutyl ammonium salt (25,5R)-4-tert-butyl{(6-sulfooxy-7-oxo-1,6-diazabicyclo[3.2.1]oct-2-ylcarbonyl)amino}piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 9 steps

1.1: sodium hydroxide / water; acetone / 23 - 30 °C / pH 10.2 - 10.7 / Inert atmosphere

2.1: 2-Nitrobenzenesulfonyl chloride; triethylamine / acetone; ethyl acetate / 20 - 28 °C / Inert atmosphere

3.1: tetrahydrofuran / 0.18 h / 72 °C / Inert atmosphere

4.1: dmap / tetrahydrofuran / 20 - 30 °C / Inert atmosphere

5.1: potassium carbonate / N,N-dimethyl acetamide / 60 - 70 °C / Inert atmosphere

6.1: lithium hydroxide / methanol / 50 °C

7.1: N-ethyl-N,N-diisopropylamine / dichloromethane / -18 - 0 °C / Inert atmosphere

8.1: hydrogen / tetrahydrofuran / 20 h / 23 °C / 3087.28 Torr

9.1: sulfur trioxide pyridine complex; α-picoline / tetrahydrofuran / 15 h / Inert atmosphere

9.2: 0.67 h / -10 °C

With α-picoline; dmap; hydrogen; sulfur trioxide pyridine complex; potassium carbonate; 2-Nitrobenzenesulfonyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl acetamide; water; ethyl acetate; acetone;
DOI:10.1021/ol4031606