2-((E)-2-{2-[(S)-3-tert-butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionylamino]phenyl}vinyl)benzoic acid

Base Information

• Chemical Name: 2-((E)-2-{2-[(S)-3-tert-butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionylamino]phenyl}vinyl)benzoic acid
• CAS No.: 1364422-04-7
• Molecular Formula: C₃₇H₃₆N₂O₆
• Molecular Weight: 604.703
• Mol file: 1364422-04-7.mol

Synonyms:

Chemical Property of 2-((E)-2-{2-[(S)-3-tert-butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionylamino]phenyl}vinyl)benzoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-((E)-2-{2-[(S)-3-tert-butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionylamino]phenyl}vinyl)benzoic acid

There total 10 articles about 2-((E)-2-{2-[(S)-3-tert-butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionylamino]phenyl}vinyl)benzoic acid 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:

C37H38N2O5 → 2-((E)-2-{2-[(S)-3-tert-butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionylamino]phenyl}vinyl)benzoic acid (1364422-04-7)

Guidance literature:

With Jones reagent; In acetone; at 20 ℃; for 2h;

DOI:10.1021/jo202604q

Reference yield:

(S)-Fmoc-Ser(t-Bu)-Cl (136583-10-3) → 2-((E)-2-{2-[(S)-3-tert-butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionylamino]phenyl}vinyl)benzoic acid (1364422-04-7)

Guidance literature:

Multi-step reaction with 5 steps

1: silver cyanide / dichloromethane / 2 h / 20 °C / Inert atmosphere; Darkness

2: hydrogen; benzoic acid / ethyl acetate / 16 h / 20 °C

3: trans-bis(acetonitrile)palladium(II) chloride; silica gel / chloroform / 16 h / 20 °C / Inert atmosphere

4: lithium aluminium tetrahydride / tetrahydrofuran / 0.33 h / Inert atmosphere; Cooling with ice

5: Jones reagent / acetone / 2 h / 20 °C

With lithium aluminium tetrahydride; Jones reagent; silver cyanide; trans-bis(acetonitrile)palladium(II) chloride; hydrogen; silica gel; benzoic acid; In tetrahydrofuran; dichloromethane; chloroform; ethyl acetate; acetone;

DOI:10.1021/jo202604q

Reference yield:

2-{2-[(S)-3-tert-butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionylamino]phenylethynyl}benzoic acid methyl ester (1364421-74-8) → 2-((E)-2-{2-[(S)-3-tert-butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionylamino]phenyl}vinyl)benzoic acid (1364422-04-7)

Guidance literature:

Multi-step reaction with 4 steps

1: hydrogen; benzoic acid / ethyl acetate / 16 h / 20 °C

2: trans-bis(acetonitrile)palladium(II) chloride; silica gel / chloroform / 16 h / 20 °C / Inert atmosphere

3: lithium aluminium tetrahydride / tetrahydrofuran / 0.33 h / Inert atmosphere; Cooling with ice

4: Jones reagent / acetone / 2 h / 20 °C

With lithium aluminium tetrahydride; Jones reagent; trans-bis(acetonitrile)palladium(II) chloride; hydrogen; silica gel; benzoic acid; In tetrahydrofuran; chloroform; ethyl acetate; acetone;

DOI:10.1021/jo202604q

upstream raw materials:

2-{2-[(S)-3-tert-butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionylamino]phenylethynyl}benzoic acid methyl ester

2-((Z)-2-{2-[(S)-3-tert-butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionylamino]phenyl}vinyl)benzoic acid methyl ester

2-((E)-2-{2-[(S)-3-tert-butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionylamino]phenyl}vinyl)benzoic acid methyl ester

2-Iodobenzoic acid