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654636-62-1

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CAS No.: 654636-62-1
Name: 3,7-Dioxa-4-aza-6-phosphanonanoic acid, 4,5-bis(1,1-dimethylethyl)-6-ethoxy-2,2-dimethyl-, 6-oxide
Article Data: 6
Molecular Structure:
Molecular Structure of 654636-62-1 (3,7-Dioxa-4-aza-6-phosphanonanoic acid, 4,5-bis(1,1-dimethylethyl)-6-ethoxy-2,2-dimethyl-, 6-oxide)
Formula: C17H36NO6P
Molecular Weight: 381.45
Synonyms: 2-([tert-butyl[1-(diethoxyphosphoryl)-2,2-dimethylpropyl]amino]oxy)-2-methylpropionic acid;BlocBuilder MA;BlocBuilder.(R).;2-({tert-butyl[1-(diethoxyphosphoryl)-2,2-dimethylpropyl]amino}oxy)-2-methylpropionic acid;MAMA-SG1;N-(2-methylpropyl)-N-(1-diethylphosphono-2,2-dimethylpropyl)-O-(2-carboxyprop-2-yl)hydroxylamine;
PSA: 95.11000
LogP: 4.52000
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Synthetic route
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N-(2-methyl-2-propyl)-N-(1-diethylphosphono-2,2-dimethylpropyl)aminoxyl

654636-62-1

N-(2-methyl-2-propyl)-N-(1-diethylphosphono-2,2-dimethylpropyl)-O-(2-carboxyprop-2-yl)hydroxylamide

Conditions
ConditionsYield
In ethanol at 10℃; for 4.5h; UV-irradiation;95%

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N-(2-methyl-2-propyl)-N-(1-diethylphosphono-2,2-dimethylpropyl)aminoxyl

654636-62-1

N-(2-methyl-2-propyl)-N-(1-diethylphosphono-2,2-dimethylpropyl)-O-(2-carboxyprop-2-yl)hydroxylamide

Conditions
ConditionsYield
In methanol; water at 10℃; for 4.5h; UV-irradiation;93%
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N,N-diethyl-S-(α,α-dimethyl-α-acetic acid)dithiocarbamate

188526-94-5

N-(2-methyl-2-propyl)-N-(1-diethylphosphono-2,2-dimethylpropyl)aminoxyl

A

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disulfiram

B

654636-62-1

N-(2-methyl-2-propyl)-N-(1-diethylphosphono-2,2-dimethylpropyl)-O-(2-carboxyprop-2-yl)hydroxylamide

Conditions
ConditionsYield
In ethanol at 20℃; for 4h; Product distribution / selectivity; Inert atmosphere; Photolysis;A n/a
B 90%
...Expand
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2-bromo-2-methylpropionic acid

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N-(2-methyl-2-propyl)-N-(1-diethylphosphono-2,2-dimethylpropyl)aminoxyl

654636-62-1

N-(2-methyl-2-propyl)-N-(1-diethylphosphono-2,2-dimethylpropyl)-O-(2-carboxyprop-2-yl)hydroxylamide

Conditions
ConditionsYield
Stage #1: 2-bromo-2-methylpropionic acid; N-(2-methyl-2-propyl)-N-(1-diethylphosphono-2,2-dimethylpropyl)aminoxyl With N,N,N',N'',N'''-pentamethyldiethylenetriamine; copper; copper(I) bromide In methanol at 20℃; for 4h; Inert atmosphere;
Stage #2: With hydrogenchloride In methanol; water at 12℃; pH=1.5; Product distribution / selectivity;		86%
With N,N,N',N'',N'''-pentamethyldiethylenetriamine; copper; copper(I) bromide In benzene at 20℃; for 3h;75%
With N,N,N',N'',N'''-pentamethyldiethylenetriamine; copper; copper(I) bromide In toluene at 20℃; for 1.5h;60%

2-methyl-2-[N-(diethoxyphosphoryl-2,2-dimethylpropyl)aminoxy]propionic acid, sodium salt

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water

654636-62-1

N-(2-methyl-2-propyl)-N-(1-diethylphosphono-2,2-dimethylpropyl)-O-(2-carboxyprop-2-yl)hydroxylamide

Conditions
ConditionsYield
With hydrogenchloride In methanol; water
654636-62-1

N-(2-methyl-2-propyl)-N-(1-diethylphosphono-2,2-dimethylpropyl)-O-(2-carboxyprop-2-yl)hydroxylamide

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Conditions
ConditionsYield
In tetrahydrofuran at 100℃; for 1h; Schlenk technique; Inert atmosphere;85%
75-03-6

ethyl iodide

654636-62-1

N-(2-methyl-2-propyl)-N-(1-diethylphosphono-2,2-dimethylpropyl)-O-(2-carboxyprop-2-yl)hydroxylamide

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ethyl 2-((tert-butyl(1-(diethoxyphosphoryl)-2,2-dimethylpropyl)amino)oxy)-2-methylpropanoate

Conditions
ConditionsYield
Stage #1: N-(2-methyl-2-propyl)-N-(1-diethylphosphono-2,2-dimethylpropyl)-O-(2-carboxyprop-2-yl)hydroxylamide With 1,8-diazabicyclo[5.4.0]undec-7-ene In benzene Inert atmosphere;
Stage #2: ethyl iodide In benzene at 20℃; for 24h; Inert atmosphere;		78%
74-88-4

methyl iodide

654636-62-1

N-(2-methyl-2-propyl)-N-(1-diethylphosphono-2,2-dimethylpropyl)-O-(2-carboxyprop-2-yl)hydroxylamide

methyl 2-methyl-2-[N-tert-butyl-N-(1-diethoxyphosphoryl-2,2-dimethylpropyl)aminoxy]propionate

Conditions
ConditionsYield
Stage #1: N-(2-methyl-2-propyl)-N-(1-diethylphosphono-2,2-dimethylpropyl)-O-(2-carboxyprop-2-yl)hydroxylamide With 1,8-diazabicyclo[5.4.0]undec-7-ene In benzene Inert atmosphere;
Stage #2: methyl iodide In benzene at 20℃; for 24h; Inert atmosphere;		77%
1680-21-3

2-propenoic acid 1,2 ethanediylbis(oxy-2,1-ethanediyl) ester

654636-62-1

N-(2-methyl-2-propyl)-N-(1-diethylphosphono-2,2-dimethylpropyl)-O-(2-carboxyprop-2-yl)hydroxylamide

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C46H90O18N2P2

Conditions
ConditionsYield
In tert-butyl alcohol at 100℃; for 1h;70%
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acrylic acid n-butyl ester

654636-62-1

N-(2-methyl-2-propyl)-N-(1-diethylphosphono-2,2-dimethylpropyl)-O-(2-carboxyprop-2-yl)hydroxylamide

2,2-dimethyl-4-[N-tert-butyl-N-(1-diethoxyphosphoryl-2,2-dimethylpropyl)aminoxy]-4-n-butoxycarbonylbutanoic acid

Conditions
ConditionsYield
In tert-butyl alcohol at 80℃; for 6h;65%
In tert-butyl alcohol at 100℃; for 1.25h; Inert atmosphere;45%
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