cis-2--4-hydroperoxy-6-(4-fluorophenyl)tetrahydro-2H-1,3,2-oxazaphosphorine 2-oxide

Base Information

• Chemical Name: cis-2--4-hydroperoxy-6-(4-fluorophenyl)tetrahydro-2H-1,3,2-oxazaphosphorine 2-oxide
• CAS No.: 129253-34-5
• Molecular Formula: C₁₃H₁₈Cl₂FN₂O₄P
• Molecular Weight: 387.175

Synonyms:

Chemical Property of cis-2--4-hydroperoxy-6-(4-fluorophenyl)tetrahydro-2H-1,3,2-oxazaphosphorine 2-oxide

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of cis-2--4-hydroperoxy-6-(4-fluorophenyl)tetrahydro-2H-1,3,2-oxazaphosphorine 2-oxide

There total 4 articles about cis-2--4-hydroperoxy-6-(4-fluorophenyl)tetrahydro-2H-1,3,2-oxazaphosphorine 2-oxide 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:

4-fluorobenzaldehyde (459-57-4) → cis-2--4-hydroperoxy-6-(4-fluorophenyl)tetrahydro-2H-1,3,2-oxazaphosphorine 2-oxide (129253-34-5,136235-88-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 94 percent / SnF₂, DMI / dimethylformamide / Ambient temperature

2: 1.) (phenylazo)diphenylamine, n-BuLi, 2.) POCl₃ / 1.) THF, hexane, 0 deg C, 2.) THF, hexane, 0 deg C, 20 min

3: gaseous NH₃ / tetrahydrofuran; hexane / 0 °C

4: 1.) O₃, 2.) 30percent aq. H₂O₂ / 1.) acetone, H₂O, 0 deg C, 2.) acetone, H₂O, RT, overnight

With stannous fluoride; n-butyllithium; desipramine; ammonia; dihydrogen peroxide; ozone; 4-(Phenylazo)diphenylamine; trichlorophosphate; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;

DOI:10.1021/jm00114a013

Reference yield:

1-(4-fluorophenyl)-3-buten-1-ol (86718-78-7,136185-86-9) → cis-2--4-hydroperoxy-6-(4-fluorophenyl)tetrahydro-2H-1,3,2-oxazaphosphorine 2-oxide (129253-34-5,136235-88-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) (phenylazo)diphenylamine, n-BuLi, 2.) POCl₃ / 1.) THF, hexane, 0 deg C, 2.) THF, hexane, 0 deg C, 20 min

2: gaseous NH₃ / tetrahydrofuran; hexane / 0 °C

3: 1.) O₃, 2.) 30percent aq. H₂O₂ / 1.) acetone, H₂O, 0 deg C, 2.) acetone, H₂O, RT, overnight

With n-butyllithium; ammonia; dihydrogen peroxide; ozone; 4-(Phenylazo)diphenylamine; trichlorophosphate; In tetrahydrofuran; hexane;

DOI:10.1021/jm00114a013

Reference yield:

C14H18Cl3FNO2P → cis-2--4-hydroperoxy-6-(4-fluorophenyl)tetrahydro-2H-1,3,2-oxazaphosphorine 2-oxide (129253-34-5,136235-88-6)

Guidance literature:

Multi-step reaction with 2 steps

1: gaseous NH₃ / tetrahydrofuran; hexane / 0 °C

2: 1.) O₃, 2.) 30percent aq. H₂O₂ / 1.) acetone, H₂O, 0 deg C, 2.) acetone, H₂O, RT, overnight

With ammonia; dihydrogen peroxide; ozone; In tetrahydrofuran; hexane;

DOI:10.1021/jm00114a013

upstream raw materials:

1-(4-fluorophenyl)-3-butenyl N,N-bis(2-chloroethyl)phosphorodiamidate

4-fluorobenzaldehyde

1-(4-fluorophenyl)-3-buten-1-ol

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