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

Base Information

Chemical Name:2-((Z)-2-{2-[(S)-3-tert-butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionylamino]phenyl}vinyl)benzoic acid methyl ester
CAS No.:1364422-02-5
Molecular Formula:C₃₈H₃₈N₂O₆
Molecular Weight:618.73
Hs Code.:

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

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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 methyl ester

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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 methyl ester

There total 7 articles about 2-((Z)-2-{2-[(S)-3-tert-butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionylamino]phenyl}vinyl)benzoic acid methyl 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: 97.0%

: 1364421-74-8
2-{2-[(S)-3-tert-butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionylamino]phenylethynyl}benzoic acid methyl ester

: 1364422-02-5
2-((Z)-2-{2-[(S)-3-tert-butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionylamino]phenyl}vinyl)benzoic acid methyl ester

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

Reference yield:

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

: 1364422-02-5
2-((Z)-2-{2-[(S)-3-tert-butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionylamino]phenyl}vinyl)benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

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

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

With silver cyanide; hydrogen; benzoic acid; In dichloromethane; ethyl acetate;
DOI:10.1021/jo202604q

Reference yield:

: 88-67-5
2-Iodobenzoic acid

: 1364422-02-5
2-((Z)-2-{2-[(S)-3-tert-butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionylamino]phenyl}vinyl)benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: sulfuric acid / 2.5 h / Inert atmosphere; Reflux

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

2.2: 18 h / 20 °C / Inert atmosphere

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

3.2: 18 h / Inert atmosphere; Reflux

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

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

With piperidine; silver cyanide; trans-bis(triphenylphosphine)palladium dichloride; sulfuric acid; hydrogen; triethylamine; triphenylphosphine; benzoic acid; In tetrahydrofuran; dichloromethane; ethyl acetate; 2.1: Sonogashira coupling / 2.2: Sonogashira coupling / 3.1: Sonogashira coupling / 3.2: Sonogashira coupling;
DOI:10.1021/jo202604q