3-[4-(9-hydroxy-3,6-dimethoxythioxanthen-9-yl)phenyl]propionic acid N-oxysuccinimide ester

Base Information

• Chemical Name: 3-[4-(9-hydroxy-3,6-dimethoxythioxanthen-9-yl)phenyl]propionic acid N-oxysuccinimide ester
• CAS No.: 880643-72-1
• Molecular Formula: C₂₈H₂₅NO₇S
• Molecular Weight: 519.575
• Mol file: 880643-72-1.mol

Synonyms:3-[4-(9-hydroxy-3,6-dimethoxythioxanthen-9-yl)phenyl]propionic acid N-oxysuccinimide ester

Chemical Property of 3-[4-(9-hydroxy-3,6-dimethoxythioxanthen-9-yl)phenyl]propionic acid N-oxysuccinimide ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[4-(9-hydroxy-3,6-dimethoxythioxanthen-9-yl)phenyl]propionic acid N-oxysuccinimide ester

There total 4 articles about 3-[4-(9-hydroxy-3,6-dimethoxythioxanthen-9-yl)phenyl]propionic acid N-oxysuccinimide 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:

3-[4-(9-hydroxy-3,6-dimethoxy-9H-thioxanthen-9-yl)-phenyl]-propionic acid + di(succinimido) carbonate (74124-79-1) → 3-[4-(9-hydroxy-3,6-dimethoxythioxanthen-9-yl)phenyl]propionic acid N-oxysuccinimide ester (880643-72-1)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; acetonitrile; at 20 ℃; for 2h;

DOI:10.1039/b504913j

Reference yield:

3,6-dimethoxy-9H-thioxanthen-9-one → 3-[4-(9-hydroxy-3,6-dimethoxythioxanthen-9-yl)phenyl]propionic acid N-oxysuccinimide ester (880643-72-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: t-BuLi / pentane; tetrahydrofuran / 1 h / -80 - -40 °C

1.2: 56 percent / pentane; tetrahydrofuran / -80 - 20 °C

2.1: aq. trifluoroacetic acid / tetrahydrofuran / 1 h

2.2: LiOH / aq. ethanol / 20 °C

3.1: Et₃N / acetonitrile; dimethylformamide / 2 h / 20 °C

With tert.-butyl lithium; triethylamine; trifluoroacetic acid; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile; pentane;

DOI:10.1039/b504913j

Reference yield:

1-[2-(4-bromophenyl)ethyl]-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane (845272-39-1) → 3-[4-(9-hydroxy-3,6-dimethoxythioxanthen-9-yl)phenyl]propionic acid N-oxysuccinimide ester (880643-72-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: t-BuLi / pentane; tetrahydrofuran / 1 h / -80 - -40 °C

1.2: 56 percent / pentane; tetrahydrofuran / -80 - 20 °C

2.1: aq. trifluoroacetic acid / tetrahydrofuran / 1 h

2.2: LiOH / aq. ethanol / 20 °C

3.1: Et₃N / acetonitrile; dimethylformamide / 2 h / 20 °C

With tert.-butyl lithium; triethylamine; trifluoroacetic acid; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile; pentane;

DOI:10.1039/b504913j

upstream raw materials:

di(succinimido) carbonate

1-[2-(4-bromophenyl)ethyl]-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane

1-{2-[4-(9-hydroxy-3,6-dimethoxythioxanthen-9-yl)phenyl]ethyl}-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane

Downstream raw materials:

3-{4-[9-(3-hydroxy-butoxy)-3,6-dimethoxy-10-oxo-9,10-dihydro-10λ⁴-thioxanthen-9-yl]-phenyl}-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester