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

Base Information

Chemical Name:3-{2-[(S)-3-tert-butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionylamino]phenylethynyl}benzoic acid methyl ester
CAS No.:1364421-76-0
Molecular Formula:C₃₈H₃₆N₂O₆
Molecular Weight:616.714
Hs Code.:

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

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

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

There total 4 articles about 3-{2-[(S)-3-tert-butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionylamino]phenylethynyl}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: 57.0%

: 1173153-25-7
3-(2-aminophenylethynyl)benzoic acid methyl ester

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

: 1364421-76-0
3-{2-[(S)-3-tert-butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionylamino]phenylethynyl}benzoic acid methyl ester

Guidance literature:: With silver cyanide; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere; Darkness;
DOI:10.1021/jo202604q

Reference yield:

: 71989-33-8
Fmoc-Ser(tBu)-OH

: 1364421-76-0
3-{2-[(S)-3-tert-butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionylamino]phenylethynyl}benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0 - 20 °C / Inert atmosphere

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

With silver cyanide; oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane;
DOI:10.1021/jo202604q

Reference yield:

: 77123-59-2
methyl 3-<(trimethylsilyl)ethynyl>benzoate

: 1364421-76-0
3-{2-[(S)-3-tert-butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionylamino]phenylethynyl}benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: 18 h / Inert atmosphere; Reflux

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

With piperidine; silver cyanide; trans-bis(triphenylphosphine)palladium dichloride; triphenylphosphine; In tetrahydrofuran; dichloromethane; 1.1: Sonogashira coupling / 1.2: Sonogashira coupling;
DOI:10.1021/jo202604q