3-(4-tolylsulfonyl)-2-oxo-1-oxa-3,8-diazaspiro<4.5>decane-8-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 3-(4-tolylsulfonyl)-2-oxo-1-oxa-3,8-diazaspiro<4.5>decane-8-carboxylic acid tert-butyl ester
• CAS No.: 169206-60-4
• Molecular Formula: C₁₉H₂₆N₂O₆S
• Molecular Weight: 410.491

Synonyms:3-(4-tolylsulfonyl)-2-oxo-1-oxa-3,8-diazaspiro<4.5>decane-8-carboxylic acid tert-butyl ester

Chemical Property of 3-(4-tolylsulfonyl)-2-oxo-1-oxa-3,8-diazaspiro<4.5>decane-8-carboxylic acid tert-butyl ester

Chemical Property:

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Technology Process of 3-(4-tolylsulfonyl)-2-oxo-1-oxa-3,8-diazaspiro<4.5>decane-8-carboxylic acid tert-butyl ester

There total 2 articles about 3-(4-tolylsulfonyl)-2-oxo-1-oxa-3,8-diazaspiro<4.5>decane-8-carboxylic acid tert-butyl ester 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:

N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → 3-(4-tolylsulfonyl)-2-oxo-1-oxa-3,8-diazaspiro<4.5>decane-8-carboxylic acid tert-butyl ester (169206-60-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) lithium hexamethyldisilazide, 3.) 2 M aq. NaOH, 4.) diphenylphosphorazidate, Et₃N

2: 1.) NaH / 1.) DMF, 30 min, 2.) DMF, RT, 24 h

With sodium hydroxide; diphenyl phosphoryl azide; sodium hydride; triethylamine; lithium hexamethyldisilazane;

DOI:10.1021/jm00019a006

Reference yield:

p-toluenesulfonyl chloride (98-59-9) + 2-oxo-1-oxa-3,8-diazaspiro<4.5>decane-8-carboxylic acid tert-butyl ester (169206-55-7) → 3-(4-tolylsulfonyl)-2-oxo-1-oxa-3,8-diazaspiro<4.5>decane-8-carboxylic acid tert-butyl ester (169206-60-4)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction; 1.) DMF, 30 min, 2.) DMF, RT, 24 h;

DOI:10.1021/jm00019a006

Reference yield:

3-(4-tolylsulfonyl)-2-oxo-1-oxa-3,8-diazaspiro<4.5>decane-8-carboxylic acid tert-butyl ester (169206-60-4) → 3-(Toluene-4-sulfonyl)-1-oxa-3,8-diaza-spiro[4.5]decan-2-one; hydrochloride

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 20 ℃; for 1h;

DOI:10.1021/jm00019a006

upstream raw materials:

p-toluenesulfonyl chloride

2-oxo-1-oxa-3,8-diazaspiro<4.5>decane-8-carboxylic acid tert-butyl ester

N-tert-butyloxycarbonylpiperidin-4-one

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