diphenyl{[(4S)-3-(2-bromoallyl)-2-oxo-1,3-oxazolan-4-yl]eth-1-enyl}phosphonate

Base Information

• Chemical Name: diphenyl{[(4S)-3-(2-bromoallyl)-2-oxo-1,3-oxazolan-4-yl]eth-1-enyl}phosphonate
• CAS No.: 246040-29-9
• Molecular Formula: C₂₀H₁₉BrNO₅P
• Molecular Weight: 464.252
• Mol file: 246040-29-9.mol

Synonyms:diphenyl{[(4S)-3-(2-bromoallyl)-2-oxo-1,3-oxazolan-4-yl]eth-1-enyl}phosphonate

Chemical Property of diphenyl{[(4S)-3-(2-bromoallyl)-2-oxo-1,3-oxazolan-4-yl]eth-1-enyl}phosphonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diphenyl{[(4S)-3-(2-bromoallyl)-2-oxo-1,3-oxazolan-4-yl]eth-1-enyl}phosphonate

There total 3 articles about diphenyl{[(4S)-3-(2-bromoallyl)-2-oxo-1,3-oxazolan-4-yl]eth-1-enyl}phosphonate 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:

(4S)-3-(2-bromoallyl)-4-hydroxymethyl-1,3-oxazolan-2-one (246040-27-7) → diphenyl{[(4S)-3-(2-bromoallyl)-2-oxo-1,3-oxazolan-4-yl]eth-1-enyl}phosphonate (246040-29-9)

Guidance literature:

Multi-step reaction with 2 steps

1: DMSO; oxalyl chloride / CH₂Cl₂ / 1 h / -78 °C

2: CH₂Cl₂ / 8 h / 20 °C

With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; 1: Oxidation / 2: Condensation;

DOI:10.1080/00397919908085991

Reference yield:

(4S)-3-(2-bromoallyl)-4-methoxymethoxymethyl-1,3-oxazolan-2-one (246040-26-6) → diphenyl{[(4S)-3-(2-bromoallyl)-2-oxo-1,3-oxazolan-4-yl]eth-1-enyl}phosphonate (246040-29-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / Amberlist / methanol / 15 h / 50 °C

2: DMSO; oxalyl chloride / CH₂Cl₂ / 1 h / -78 °C

3: CH₂Cl₂ / 8 h / 20 °C

With oxalyl dichloride; Amberlist; dimethyl sulfoxide; In methanol; dichloromethane; 1: Substitution / 2: Oxidation / 3: Condensation;

DOI:10.1080/00397919908085991

Reference yield:

diphenyl [(triphenylphosphoranylidene)methyl]phosphonate (22400-41-5) + (R)-3-(2-Bromo-allyl)-2-oxo-oxazolidine-4-carbaldehyde → diphenyl{[(4S)-3-(2-bromoallyl)-2-oxo-1,3-oxazolan-4-yl]eth-1-enyl}phosphonate (246040-29-9)

Guidance literature:

In dichloromethane; at 20 ℃; for 8h;

DOI:10.1080/00397919908085991

upstream raw materials:

diphenyl [(triphenylphosphoranylidene)methyl]phosphonate

(4S)-3-(2-bromoallyl)-4-hydroxymethyl-1,3-oxazolan-2-one

(4S)-3-(2-bromoallyl)-4-methoxymethoxymethyl-1,3-oxazolan-2-one