O-(2-methacryloyloxyethylsuccinoyl)-trans-4-hydroxy-α,α-diphenyl-L-prolinol trimethylsilyl ether

Base Information

• Chemical Name: O-(2-methacryloyloxyethylsuccinoyl)-trans-4-hydroxy-α,α-diphenyl-L-prolinol trimethylsilyl ether
• CAS No.: 1173035-70-5
• Molecular Formula: C₃₀H₃₉NO₇Si
• Molecular Weight: 553.728
• Mol file: 1173035-70-5.mol

Synonyms:O-(2-methacryloyloxyethylsuccinoyl)-trans-4-hydroxy-α,α-diphenyl-L-prolinol trimethylsilyl ether

Chemical Property of O-(2-methacryloyloxyethylsuccinoyl)-trans-4-hydroxy-α,α-diphenyl-L-prolinol trimethylsilyl ether

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O-(2-methacryloyloxyethylsuccinoyl)-trans-4-hydroxy-α,α-diphenyl-L-prolinol trimethylsilyl ether

There total 4 articles about O-(2-methacryloyloxyethylsuccinoyl)-trans-4-hydroxy-α,α-diphenyl-L-prolinol trimethylsilyl ether 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: 90.0%

O-(2-methacryloyloxyethylsuccinoyl)-trans-4-hydroxy-α,α-di-phenyl-L-prolinol hydrochloride (1173035-69-2) + 1,1,1,3,3,3-hexamethyl-disilazane (999-97-3) → O-(2-methacryloyloxyethylsuccinoyl)-trans-4-hydroxy-α,α-diphenyl-L-prolinol trimethylsilyl ether (1173035-70-5)

Guidance literature:

O-(2-methacryloyloxyethylsuccinoyl)-trans-4-hydroxy-α,α-di-phenyl-L-prolinol hydrochloride; With potassium carbonate; In dichloromethane; water; for 0.0833333h;

1,1,1,3,3,3-hexamethyl-disilazane; With iodine; In dichloromethane; at 20 ℃; for 6h;

DOI:10.1039/c3cc46204h

Reference yield:

trans-4-hydroxy-L-proline ethyl ester hydrochloride (33996-30-4) → O-(2-methacryloyloxyethylsuccinoyl)-trans-4-hydroxy-α,α-diphenyl-L-prolinol trimethylsilyl ether (1173035-70-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: magnesium / diethyl ether / Inert atmosphere

1.2: 20 °C / Inert atmosphere; Reflux

2.1: trifluoroacetic acid / 2 h / 0 - 20 °C / Inert atmosphere

3.1: potassium carbonate / dichloromethane; water / 0.08 h

3.2: 6 h / 20 °C

With potassium carbonate; magnesium; trifluoroacetic acid; In diethyl ether; dichloromethane; water; 1.1: |Grignard Reaction / 1.2: |Grignard Reaction;

DOI:10.1039/c3cc46204h

Reference yield:

4R-4-hydroxyproline (51-35-4,30724-02-8) → O-(2-methacryloyloxyethylsuccinoyl)-trans-4-hydroxy-α,α-diphenyl-L-prolinol trimethylsilyl ether (1173035-70-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: thionyl chloride / 4 h / 105 °C / Inert atmosphere; Cooling with ice

2.1: magnesium / diethyl ether / Inert atmosphere

2.2: 20 °C / Inert atmosphere; Reflux

3.1: trifluoroacetic acid / 2 h / 0 - 20 °C / Inert atmosphere

4.1: potassium carbonate / dichloromethane; water / 0.08 h

4.2: 6 h / 20 °C

With thionyl chloride; potassium carbonate; magnesium; trifluoroacetic acid; In diethyl ether; dichloromethane; water; 2.1: |Grignard Reaction / 2.2: |Grignard Reaction;

DOI:10.1039/c3cc46204h

upstream raw materials:

O-(2-methacryloyloxyethylsuccinoyl)-trans-4-hydroxy-α,α-di-phenyl-L-prolinol hydrochloride

1,1,1,3,3,3-hexamethyl-disilazane

trans-4-hydroxy-L-proline ethyl ester hydrochloride

4R-4-hydroxyproline