{4-[(S)-2-(Benzyloxycarbonylamino-methyl)-3-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidin-3-yl)-3-oxo-propyl]-phenyl}-phosphonic acid diethyl ester

Base Information

Chemical Name:{4-[(S)-2-(Benzyloxycarbonylamino-methyl)-3-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidin-3-yl)-3-oxo-propyl]-phenyl}-phosphonic acid diethyl ester
CAS No.:429687-08-1
Molecular Formula:C₃₂H₃₇N₂O₈P
Molecular Weight:608.628
Hs Code.:

Synonyms:{4-[(S)-2-(Benzyloxycarbonylamino-methyl)-3-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidin-3-yl)-3-oxo-propyl]-phenyl}-phosphonic acid diethyl ester

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Chemical Property of {4-[(S)-2-(Benzyloxycarbonylamino-methyl)-3-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidin-3-yl)-3-oxo-propyl]-phenyl}-phosphonic acid diethyl ester

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Technology Process of {4-[(S)-2-(Benzyloxycarbonylamino-methyl)-3-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidin-3-yl)-3-oxo-propyl]-phenyl}-phosphonic acid diethyl ester

There total 11 articles about {4-[(S)-2-(Benzyloxycarbonylamino-methyl)-3-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidin-3-yl)-3-oxo-propyl]-phenyl}-phosphonic acid diethyl 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:

: 589-15-1
1-bromomethyl-4-bromobenzene

: 429687-08-1
{4-[(S)-2-(Benzyloxycarbonylamino-methyl)-3-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidin-3-yl)-3-oxo-propyl]-phenyl}-phosphonic acid diethyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: 63 percent / NaH / tetrahydrofuran

2.1: 81 percent / Pd(PPh₃)4

3.1: TFA / CH₂Cl₂

3.2: 84 percent / toluene / Heating

4.1: N-methylmorpholine / tetrahydrofuran

5.1: 53 percent / n-BuLi / tetrahydrofuran

6.1: 63 percent / NaHMDS / tetrahydrofuran / 2 h / -78 °C

7.1: TFA / CH₂Cl₂

8.1: diphenylphosphoryl azide; Et₃N / toluene / 20 h

9.1: toluene / Heating

10.1: Et₃N

With 4-methyl-morpholine; n-butyllithium; diphenylphosphoranyl azide; sodium hexamethyldisilazane; sodium hydride; triethylamine; trifluoroacetic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1016/S0040-4039(02)00004-7

Reference yield:

: 429687-12-7
2-(4-bromo-benzyl)-malonic acid di-tert-butyl ester

: 429687-08-1
{4-[(S)-2-(Benzyloxycarbonylamino-methyl)-3-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidin-3-yl)-3-oxo-propyl]-phenyl}-phosphonic acid diethyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: 81 percent / Pd(PPh₃)4

2.1: TFA / CH₂Cl₂

2.2: 84 percent / toluene / Heating

3.1: N-methylmorpholine / tetrahydrofuran

4.1: 53 percent / n-BuLi / tetrahydrofuran

5.1: 63 percent / NaHMDS / tetrahydrofuran / 2 h / -78 °C

6.1: TFA / CH₂Cl₂

7.1: diphenylphosphoryl azide; Et₃N / toluene / 20 h

8.1: toluene / Heating

9.1: Et₃N

With 4-methyl-morpholine; n-butyllithium; diphenylphosphoranyl azide; sodium hexamethyldisilazane; triethylamine; trifluoroacetic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1016/S0040-4039(02)00004-7

Reference yield:

: 77943-39-6
4-methyl-5-phenyloxazolidin-2-one

: 429687-08-1
{4-[(S)-2-(Benzyloxycarbonylamino-methyl)-3-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidin-3-yl)-3-oxo-propyl]-phenyl}-phosphonic acid diethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 53 percent / n-BuLi / tetrahydrofuran

2: 63 percent / NaHMDS / tetrahydrofuran / 2 h / -78 °C

3: TFA / CH₂Cl₂

4: diphenylphosphoryl azide; Et₃N / toluene / 20 h

5: toluene / Heating

6: Et₃N

With n-butyllithium; diphenylphosphoranyl azide; sodium hexamethyldisilazane; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1016/S0040-4039(02)00004-7