Benzyl-(4-{(R)-1-[2-oxo-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-ethyl]-allyl}-benzyl)-phosphinic acid tert-butyl ester

Base Information

• Chemical Name: Benzyl-(4-{(R)-1-[2-oxo-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-ethyl]-allyl}-benzyl)-phosphinic acid tert-butyl ester
• CAS No.: 852714-84-2
• Molecular Formula: C₃₂H₃₆NO₅P
• Molecular Weight: 545.615
• Mol file: 852714-84-2.mol

Synonyms:Benzyl-(4-{(R)-1-[2-oxo-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-ethyl]-allyl}-benzyl)-phosphinic acid tert-butyl ester

Chemical Property of Benzyl-(4-{(R)-1-[2-oxo-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-ethyl]-allyl}-benzyl)-phosphinic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzyl-(4-{(R)-1-[2-oxo-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-ethyl]-allyl}-benzyl)-phosphinic acid tert-butyl ester

There total 7 articles about Benzyl-(4-{(R)-1-[2-oxo-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-ethyl]-allyl}-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: 44.0%

Benzyl-{4-[(E)-3-oxo-3-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-propenyl]-benzyl}-phosphinic acid tert-butyl ester (852714-83-1) + vinyl magnesium bromide (1826-67-1) → Benzyl-(4-{(R)-1-[2-oxo-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-ethyl]-allyl}-benzyl)-phosphinic acid tert-butyl ester (852714-84-2)

Guidance literature:

vinyl magnesium bromide; With copper(I) thiophenolate; In tetrahydrofuran; diethyl ether; at -40 ℃;

Benzyl-{4-[(E)-3-oxo-3-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-propenyl]-benzyl}-phosphinic acid tert-butyl ester; In tetrahydrofuran; diethyl ether; at -40 ℃; for 1.1h;

DOI:10.1021/jm050059m

Reference yield:

(4S)-3-(1-oxo-2-propen-1-yl)-4-phenyl-1,3-oxazolidin-2-one (259529-54-9) → Benzyl-(4-{(R)-1-[2-oxo-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-ethyl]-allyl}-benzyl)-phosphinic acid tert-butyl ester (852714-84-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: PhSCu / diethyl ether; tetrahydrofuran / -40 °C

1.2: 44 percent / diethyl ether; tetrahydrofuran / 1.1 h / -40 °C

With copper(I) thiophenolate; In tetrahydrofuran; diethyl ether;

DOI:10.1021/jm050059m

Reference yield:

benzyl bromide (100-39-0) → Benzyl-(4-{(R)-1-[2-oxo-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-ethyl]-allyl}-benzyl)-phosphinic acid tert-butyl ester (852714-84-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: PhSCu / diethyl ether; tetrahydrofuran / -40 °C

1.2: 44 percent / diethyl ether; tetrahydrofuran / 1.1 h / -40 °C

With copper(I) thiophenolate; In tetrahydrofuran; diethyl ether;

DOI:10.1021/jm050059m

upstream raw materials:

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

vinyl magnesium bromide

benzyl bromide

1-bromomethyl-4-bromobenzene

Downstream raw materials:

(3S,4S)-4-[4-(Benzyl-tert-butoxy-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

[(E)-(9S,10S,14R,18S)-10-[4-(Benzyl-tert-butoxy-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

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

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