(1S,4S)-5-((2-nitrophenyl)sulfonyl)-2-oxa-5-azabicyclo[2.2.2]octan-3-one

Base Information

• Chemical Name: (1S,4S)-5-((2-nitrophenyl)sulfonyl)-2-oxa-5-azabicyclo[2.2.2]octan-3-one
• CAS No.: 1510832-15-1
• Molecular Formula: C₁₂H₁₂N₂O₆S
• Molecular Weight: 312.303

Synonyms:(1S,4S)-5-((2-nitrophenyl)sulfonyl)-2-oxa-5-azabicyclo[2.2.2]octan-3-one

Chemical Property of (1S,4S)-5-((2-nitrophenyl)sulfonyl)-2-oxa-5-azabicyclo[2.2.2]octan-3-one

Chemical Property:

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Technology Process of (1S,4S)-5-((2-nitrophenyl)sulfonyl)-2-oxa-5-azabicyclo[2.2.2]octan-3-one

There total 3 articles about (1S,4S)-5-((2-nitrophenyl)sulfonyl)-2-oxa-5-azabicyclo[2.2.2]octan-3-one 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:

(2S,5R)-5-hydroxypiperidine-2-carboxylic acid (63088-78-8,448964-01-0,478409-64-2) → (1S,4S)-5-((2-nitrophenyl)sulfonyl)-2-oxa-5-azabicyclo[2.2.2]octan-3-one (1510832-15-1)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With 2-Nitrobenzenesulfonyl chloride; triethylamine; sodium hydroxide; In water; ethyl acetate; acetone;

DOI:10.1021/ol4031606

Reference yield:

C12H14N2O7S (1510832-12-8) → (1S,4S)-5-((2-nitrophenyl)sulfonyl)-2-oxa-5-azabicyclo[2.2.2]octan-3-one (1510832-15-1)

Guidance literature:

With 2-Nitrobenzenesulfonyl chloride; triethylamine; In ethyl acetate; acetone; at 20 - 28 ℃; Inert atmosphere;

DOI:10.1021/ol4031606

Reference yield:

2-Nitrobenzenesulfonyl chloride (1694-92-4) → (1S,4S)-5-((2-nitrophenyl)sulfonyl)-2-oxa-5-azabicyclo[2.2.2]octan-3-one (1510832-15-1)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With 2-Nitrobenzenesulfonyl chloride; triethylamine; sodium hydroxide; In water; ethyl acetate; acetone;

DOI:10.1021/ol4031606

upstream raw materials:

(2S,5R)-5-hydroxypiperidine-2-carboxylic acid

2-Nitrobenzenesulfonyl chloride

C₁₂H₁₄N₂O₇S

Downstream raw materials:

4-((2S,5R)-((benzyloxy)amino)piperidine-2-carboxamido)piperidine-1-carboxylic acid tert-butyl ester

C₃₁H₄₂N₄O₈S₂

C₃₅H₄₂N₆O₁₂S₂

tert-butyl 4-((1R,2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamido)piperidine-1-carboxylate

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