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

Base Information

Chemical Name:2-((Z)-2-{2-[(S)-3-tert-butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionylamino]phenyl}vinyl)benzoic acid
CAS No.:1364422-00-3
Molecular Formula:C₃₇H₃₆N₂O₆
Molecular Weight:604.703
Hs Code.:

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

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

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

There total 9 articles about 2-((Z)-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: 66.0%

: 1364421-82-8
2-{2-[(S)-3-tert-butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionylamino]phenylethynyl}benzoic acid

: 1364422-00-3
2-((Z)-2-{2-[(S)-3-tert-butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionylamino]phenyl}vinyl)benzoic acid

Guidance literature:: With hydrogen; In ethyl acetate; at 20 ℃; for 16h; stereoselective reaction;
DOI:10.1021/jo202604q

Reference yield:

: 610-97-9
o-iodo-methyl-benzoic acid

: 1364422-00-3
2-((Z)-2-{2-[(S)-3-tert-butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionylamino]phenyl}vinyl)benzoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: trans-bis(triphenylphosphine)palladium dichloride; triethylamine; triphenylphosphine / tetrahydrofuran / 0.33 h / Inert atmosphere

1.2: 18 h / 20 °C / Inert atmosphere

2.1: piperidine; trans-bis(triphenylphosphine)palladium dichloride; triphenylphosphine / tetrahydrofuran / 0.33 h / Inert atmosphere

2.2: 18 h / Inert atmosphere; Reflux

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

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

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

6.1: hydrogen / ethyl acetate / 16 h / 20 °C

With piperidine; lithium aluminium tetrahydride; Jones reagent; silver cyanide; trans-bis(triphenylphosphine)palladium dichloride; hydrogen; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; ethyl acetate; acetone; 1.1: Sonogashira coupling / 1.2: Sonogashira coupling / 2.1: Sonogashira coupling / 2.2: Sonogashira coupling;
DOI:10.1021/jo202604q

Reference yield:

: 136583-10-3
(S)-Fmoc-Ser(t-Bu)-Cl

: 1364422-00-3
2-((Z)-2-{2-[(S)-3-tert-butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionylamino]phenyl}vinyl)benzoic acid

Guidance literature:: Multi-step reaction with 4 steps

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

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

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

4: hydrogen / ethyl acetate / 16 h / 20 °C

With lithium aluminium tetrahydride; Jones reagent; silver cyanide; hydrogen; In tetrahydrofuran; dichloromethane; ethyl acetate; acetone;
DOI:10.1021/jo202604q