Methyl-{4-[(E)-3-oxo-3-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-propenyl]-benzyl}-phosphinic acid tert-butyl ester

Base Information

• Chemical Name: Methyl-{4-[(E)-3-oxo-3-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-propenyl]-benzyl}-phosphinic acid tert-butyl ester
• CAS No.: 852714-91-1
• Molecular Formula: C₂₄H₂₈NO₅P
• Molecular Weight: 441.464
• Mol file: 852714-91-1.mol

Synonyms:Methyl-{4-[(E)-3-oxo-3-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-propenyl]-benzyl}-phosphinic acid tert-butyl ester

Chemical Property of Methyl-{4-[(E)-3-oxo-3-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-propenyl]-benzyl}-phosphinic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl-{4-[(E)-3-oxo-3-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-propenyl]-benzyl}-phosphinic acid tert-butyl ester

There total 3 articles about Methyl-{4-[(E)-3-oxo-3-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-propenyl]-benzyl}-phosphinic acid tert-butyl 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: 73.0%

(tert-butoxy)[(4-bromophenyl)methyl]methylphosphin-1-one (852714-90-0) + (4S)-3-(1-oxo-2-propen-1-yl)-4-phenyl-1,3-oxazolidin-2-one (259529-54-9) → Methyl-{4-[(E)-3-oxo-3-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-propenyl]-benzyl}-phosphinic acid tert-butyl ester (852714-91-1)

Guidance literature:

With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine; for 12h; Heating;

DOI:10.1021/jm050059m

Reference yield:

1-bromomethyl-4-bromobenzene (589-15-1) → Methyl-{4-[(E)-3-oxo-3-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-propenyl]-benzyl}-phosphinic acid tert-butyl ester (852714-91-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: ammonium hypophosphorous acid; 1,1,1,3,3,3-hexamethyl-disilazane / 1.5 h / 110 °C

1.2: 30 °C

2.1: palladium diacetate; tris-(o-tolyl)phosphine / triethylamine / 1.5 h / 115 °C / Heating / reflux

With ammonium hypophosphorous acid; 1,1,1,3,3,3-hexamethyl-disilazane; palladium diacetate; tris-(o-tolyl)phosphine; In triethylamine;

Reference yield:

1-bromomethyl-4-bromobenzene (589-15-1) → Methyl-{4-[(E)-3-oxo-3-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-propenyl]-benzyl}-phosphinic acid tert-butyl ester (852714-91-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / tri-O-tolylphosphine; Pd(OAc)2; Et₃N / 12 h / Heating

With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine;

DOI:10.1021/jm050059m

upstream raw materials:

(tert-butoxy)[(4-bromophenyl)methyl]methylphosphin-1-one

(4S)-3-(1-oxo-2-propen-1-yl)-4-phenyl-1,3-oxazolidin-2-one

1-bromomethyl-4-bromobenzene

Downstream raw materials:

[(E)-(9S,10S,14R,18S)-10-[4-(tert-Butoxy-methyl-phosphinoylmethyl)-phenyl]-18-carbamoylmethyl-14-(5-methyl-indol-1-ylmethyl)-8,17,20-trioxo-7,16,19-triaza-spiro[5.14]icos-11-en-9-yl]-acetic acid tert-butyl ester

(3S,4S)-4-[4-(tert-Butoxy-methyl-phosphinoylmethyl)-phenyl]-3-(1-{(S)-2-carbamoyl-1-[(R)-2-(5-methyl-indol-1-ylmethyl)-pent-4-enylcarbamoyl]-ethylcarbamoyl}-cyclohexylcarbamoyl)-hex-5-enoic acid tert-butyl ester

4-[4-(tert-butoxy-methyl-phosphinoylmethyl)-phenyl]-3-(2-oxo-4-phenyl-oxazolidine-3-carbonyl)-hex-5-enoic acid tert-butyl ester

2-{1-[4-(tert-butoxy-methyl-phosphinoylmethyl)-phenyl]-allyl}-succinic acid 4-tert-butyl ester