(S)-2-(Benzyloxycarbonylamino-methyl)-3-[4-(diethoxy-phosphoryl)-phenyl]-propionic acid

Base Information

Chemical Name:(S)-2-(Benzyloxycarbonylamino-methyl)-3-[4-(diethoxy-phosphoryl)-phenyl]-propionic acid
CAS No.:429687-09-2
Molecular Formula:C₂₂H₂₈NO₇P
Molecular Weight:449.441
Hs Code.:

Synonyms:(S)-2-(Benzyloxycarbonylamino-methyl)-3-[4-(diethoxy-phosphoryl)-phenyl]-propionic acid

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Chemical Property of (S)-2-(Benzyloxycarbonylamino-methyl)-3-[4-(diethoxy-phosphoryl)-phenyl]-propionic acid

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Technology Process of (S)-2-(Benzyloxycarbonylamino-methyl)-3-[4-(diethoxy-phosphoryl)-phenyl]-propionic acid

There total 11 articles about (S)-2-(Benzyloxycarbonylamino-methyl)-3-[4-(diethoxy-phosphoryl)-phenyl]-propionic 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: 75.0%

: 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

: 429687-09-2
(S)-2-(Benzyloxycarbonylamino-methyl)-3-[4-(diethoxy-phosphoryl)-phenyl]-propionic acid

Guidance literature:: With lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; water;
DOI:10.1016/S0040-4039(02)00004-7

Reference yield:

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

: 429687-09-2
(S)-2-(Benzyloxycarbonylamino-methyl)-3-[4-(diethoxy-phosphoryl)-phenyl]-propionic acid

Guidance literature:: Multi-step reaction with 11 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

11.1: 75 percent / LiOH; H₂O₂ / tetrahydrofuran; H₂O

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

Reference yield:

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

: 429687-09-2
(S)-2-(Benzyloxycarbonylamino-methyl)-3-[4-(diethoxy-phosphoryl)-phenyl]-propionic acid

Guidance literature:: Multi-step reaction with 10 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

10.1: 75 percent / LiOH; H₂O₂ / tetrahydrofuran; H₂O

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