ChemicalBook CAS DataBase List 5-(1-Hydroxy-2-tert-butylamino-ethyl)benzene-1,3-diol

5-(1-Hydroxy-2-tert-butylamino-ethyl)benzene-1,3-diol synthesis

7synthesis methods

Product Name:5-(1-Hydroxy-2-tert-butylamino-ethyl)benzene-1,3-diol
CAS Number:23031-25-6
Molecular formula:C12H19NO3
Molecular Weight:225.28

Terbutaline, α-[(tert-butylamino)methyl]-3,5-dihydroxybenzylic alcohol (11.1.14), differs from the examined compounds mainly in the location of hydroxyl groups in the benzene ring, and is synthesized by brominating 3,5-dibenzyloxyαcetophenone into the appropriate 3,5-dibenzyloxybromoacetophenone (11.1.12), which is reacted with N-benzyl-N-tert-butylamine, giving the aminoketone (11.1.13). Reduction of this product by hydrogen over a palladium catalyst leads to terbutaline (11.1.14) [16–18].

28924-21-2 Synthesis

28924-21-2
320 suppliers
$22.00/5g

5-(1-Hydroxy-2-tert-butylamino-ethyl)benzene-1,3-diol

23031-25-6
76 suppliers
$35.00/25mg

Yield:-

Steps:

Multi-step reaction with 4 steps
1: selenium(IV) oxide / tetrahydrofuran / 24 h / 20 °C
2: tetrahydrofuran / 0.5 h / 40 - 45 °C
3: sodium tetrahydroborate / methanol; water / 0 - 25 °C
4: palladium on activated charcoal; hydrogen / methanol / 2 h / 50 - 60 °C / 4500.45 - 6000.6 Torr / Autoclave; Inert atmosphere

References:

Suzhou Hongsen Pharmaceutical Co., Ltd.;Fan Chao;Lu Hongbin;Yang Lei CN110734382, 2020, A