(1-(4-(3,5-dimethylisoxazol-4-yl)phenyl)-3-( N-hydroxyacetamido)propyl)phosphonic acid

Base Information

Chemical Name:(1-(4-(3,5-dimethylisoxazol-4-yl)phenyl)-3-( N-hydroxyacetamido)propyl)phosphonic acid
CAS No.:1339075-81-8
Molecular Formula:C₁₆H₂₁N₂O₆P
Molecular Weight:368.326
Hs Code.:

Synonyms:(1-(4-(3,5-dimethylisoxazol-4-yl)phenyl)-3-( N-hydroxyacetamido)propyl)phosphonic acid

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Chemical Property of (1-(4-(3,5-dimethylisoxazol-4-yl)phenyl)-3-( N-hydroxyacetamido)propyl)phosphonic acid

Chemical Property:

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Technology Process of (1-(4-(3,5-dimethylisoxazol-4-yl)phenyl)-3-( N-hydroxyacetamido)propyl)phosphonic acid

There total 10 articles about (1-(4-(3,5-dimethylisoxazol-4-yl)phenyl)-3-( N-hydroxyacetamido)propyl)phosphonic acid 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: 78.0%

: 1339075-60-3
diethyl (1-(4-(3,5-dimethylisoxazol-4-yl)phenyl)-3-( N-hydroxyacetamido)propyl)phosphonate

: 1339075-81-8
(1-(4-(3,5-dimethylisoxazol-4-yl)phenyl)-3-( N-hydroxyacetamido)propyl)phosphonic acid

Guidance literature:: With trimethylsilyl bromide; In dichloromethane; at 20 ℃; for 46h; Inert atmosphere;
DOI:10.1021/jo201715x

Reference yield:

: 1339075-20-5
diethyl (1-(4-bromophenyl)-3-oxopropyl)phosphonate

: 1339075-81-8
(1-(4-(3,5-dimethylisoxazol-4-yl)phenyl)-3-( N-hydroxyacetamido)propyl)phosphonic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: pyridine / ethanol / 5 h

2.1: sodium cyanoborohydride / methanol / 20 °C

2.2: 0 °C / Cooling with ice

3.1: triethylamine / dichloromethane / 1.5 h

4.1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / 1,2-dimethoxyethane; ethanol / 0.5 h / 120 °C / Microwave irradiation; Sealed tube

5.1: palladium 10% on activated carbon; hydrogen / methanol / 3 h / 760.05 Torr

6.1: trimethylsilyl bromide / dichloromethane / 46 h / 20 °C / Inert atmosphere

With pyridine; bis-triphenylphosphine-palladium(II) chloride; trimethylsilyl bromide; palladium 10% on activated carbon; hydrogen; sodium cyanoborohydride; sodium carbonate; triethylamine; In methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; 4.1: Suzuki coupling;
DOI:10.1021/jo201715x

Reference yield:

: 16114-47-9
3,5-dimethylisoxazole-4-boronic acid

: 1339075-81-8
(1-(4-(3,5-dimethylisoxazol-4-yl)phenyl)-3-( N-hydroxyacetamido)propyl)phosphonic acid

Guidance literature:: Multi-step reaction with 3 steps

1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / 1,2-dimethoxyethane; ethanol / 0.5 h / 120 °C / Microwave irradiation; Sealed tube

2: palladium 10% on activated carbon; hydrogen / methanol / 3 h / 760.05 Torr

3: trimethylsilyl bromide / dichloromethane / 46 h / 20 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; trimethylsilyl bromide; palladium 10% on activated carbon; hydrogen; sodium carbonate; In methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; 1: Suzuki coupling;
DOI:10.1021/jo201715x