(E)-4-(3-((diethoxyphosphoryl)oxy)prop-1-en-1-yl)phenyl 4-methylbenzene sulfonate

Base Information

• Chemical Name: (E)-4-(3-((diethoxyphosphoryl)oxy)prop-1-en-1-yl)phenyl 4-methylbenzene sulfonate
• CAS No.: 1209467-25-3
• Molecular Formula: C₂₀H₂₅O₇PS
• Molecular Weight: 440.454
• Mol file: 1209467-25-3.mol

Synonyms:(E)-4-(3-((diethoxyphosphoryl)oxy)prop-1-en-1-yl)phenyl 4-methylbenzene sulfonate

Chemical Property of (E)-4-(3-((diethoxyphosphoryl)oxy)prop-1-en-1-yl)phenyl 4-methylbenzene sulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-4-(3-((diethoxyphosphoryl)oxy)prop-1-en-1-yl)phenyl 4-methylbenzene sulfonate

There total 5 articles about (E)-4-(3-((diethoxyphosphoryl)oxy)prop-1-en-1-yl)phenyl 4-methylbenzene sulfonate 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: 88.0%

toluene-4-sulfonic acid 4-[(1E)-3-hydroxy-1-propenyl]phenyl ester (944249-85-8) + diethyl chlorophosphate (814-49-3) → (E)-4-(3-((diethoxyphosphoryl)oxy)prop-1-en-1-yl)phenyl 4-methylbenzene sulfonate (1209467-25-3)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/jacs.7b05619

Reference yield:

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → (E)-4-(3-((diethoxyphosphoryl)oxy)prop-1-en-1-yl)phenyl 4-methylbenzene sulfonate (1209467-25-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: triethylamine / dichloromethane / 0.17 h / 0 °C

1.2: 5 h / 0 - 20 °C

2.1: dichloromethane / 16 h / 20 °C

3.1: diisobutylaluminium hydride / hexane; dichloromethane / -78 °C

4.1: triethylamine; dmap / dichloromethane / 0 - 20 °C

With dmap; diisobutylaluminium hydride; triethylamine; In hexane; dichloromethane;

DOI:10.1021/jacs.7b05619

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → (E)-4-(3-((diethoxyphosphoryl)oxy)prop-1-en-1-yl)phenyl 4-methylbenzene sulfonate (1209467-25-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: triethylamine / dichloromethane / 0.17 h / 0 °C

1.2: 5 h / 0 - 20 °C

2.1: dichloromethane / 16 h / 20 °C

3.1: diisobutylaluminium hydride / hexane; dichloromethane / -78 °C

4.1: triethylamine; dmap / dichloromethane / 0 - 20 °C

With dmap; diisobutylaluminium hydride; triethylamine; In hexane; dichloromethane;

DOI:10.1021/jacs.7b05619

upstream raw materials:

toluene-4-sulfonic acid 4-[(1E)-3-hydroxy-1-propenyl]phenyl ester

diethyl chlorophosphate

4-hydroxy-benzaldehyde

p-toluenesulfonyl chloride

Downstream raw materials:

(R)-4-(2-(cyclohex-1-en-1-yl)penta-1,4-dien-3-yl)phenyl 4-methylbenzenesulfonate

(S,E)-4-(1-phenylpenta-1,4-dien-3-yl)phenyl 4-methylbenzenesulfonate