{4-[2-(2-(((tertbutoxy)carbonyl)amino)phenylcarbamoyl)vinyl]phenyl}-(3-hydroxypyrrolidin-1-yl)acetic acid

Base Information

Chemical Name:{4-[2-(2-(((tertbutoxy)carbonyl)amino)phenylcarbamoyl)vinyl]phenyl}-(3-hydroxypyrrolidin-1-yl)acetic acid
CAS No.:1195966-06-3
Molecular Formula:C₂₆H₃₁N₃O₆
Molecular Weight:481.549
Hs Code.:

Synonyms:{4-[2-(2-(((tertbutoxy)carbonyl)amino)phenylcarbamoyl)vinyl]phenyl}-(3-hydroxypyrrolidin-1-yl)acetic acid

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Chemical Property of {4-[2-(2-(((tertbutoxy)carbonyl)amino)phenylcarbamoyl)vinyl]phenyl}-(3-hydroxypyrrolidin-1-yl)acetic acid

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Technology Process of {4-[2-(2-(((tertbutoxy)carbonyl)amino)phenylcarbamoyl)vinyl]phenyl}-(3-hydroxypyrrolidin-1-yl)acetic acid

There total 9 articles about {4-[2-(2-(((tertbutoxy)carbonyl)amino)phenylcarbamoyl)vinyl]phenyl}-(3-hydroxypyrrolidin-1-yl)acetic 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: 81.0%

: 1195966-05-2
(E)-{4-[2-(2-(((tert-butoxy)carbonyl)amino)phenylcarbamoyl)vinyl]phenyl}((S)-3-hydroxypyrrolidin-1-yl)acetic acid methyl ester

: 1195966-06-3
{4-[2-(2-(((tertbutoxy)carbonyl)amino)phenylcarbamoyl)vinyl]phenyl}-(3-hydroxypyrrolidin-1-yl)acetic acid

Guidance literature:: (E)-{4-[2-(2-(((tert-butoxy)carbonyl)amino)phenylcarbamoyl)vinyl]phenyl}((S)-3-hydroxypyrrolidin-1-yl)acetic acid methyl ester; With water; lithium hydroxide; In methanol; at 20 ℃; for 5h;

With hydrogenchloride; water; In methanol; pH=5 - 6;

Reference yield:

: 6940-50-7
4-bromo-DL-mandelic acid

: 1195966-06-3
{4-[2-(2-(((tertbutoxy)carbonyl)amino)phenylcarbamoyl)vinyl]phenyl}-(3-hydroxypyrrolidin-1-yl)acetic acid

Guidance literature:: Multi-step reaction with 5 steps

1: sulfuric acid / 3 h / 50 °C

2: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; triethylamine; tris-(o-tolyl)phosphine / N,N-dimethyl-formamide / 6 h / 100 °C / Inert atmosphere

3: triethylamine / dichloromethane / 1 h / -5 - 0 °C / Inert atmosphere

4: triethylamine / dichloromethane / 16 h / 20 °C

5: lithium hydroxide monohydrate / methanol / 5 h / 20 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; lithium hydroxide monohydrate; sulfuric acid; triethylamine; tris-(o-tolyl)phosphine; In methanol; dichloromethane; N,N-dimethyl-formamide; 2: |Heck Reaction;
DOI:10.1021/jm3011838

Reference yield:

: 127709-20-0
α-hydroxy-(p-bromophenyl)-acetic acid methyl ester

: 1195966-06-3
{4-[2-(2-(((tertbutoxy)carbonyl)amino)phenylcarbamoyl)vinyl]phenyl}-(3-hydroxypyrrolidin-1-yl)acetic acid

Guidance literature:: Multi-step reaction with 4 steps

1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; triethylamine; tris-(o-tolyl)phosphine / N,N-dimethyl-formamide / 6 h / 100 °C / Inert atmosphere

2: triethylamine / dichloromethane / 1 h / -5 - 0 °C / Inert atmosphere

3: triethylamine / dichloromethane / 16 h / 20 °C

4: lithium hydroxide monohydrate / methanol / 5 h / 20 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; lithium hydroxide monohydrate; triethylamine; tris-(o-tolyl)phosphine; In methanol; dichloromethane; N,N-dimethyl-formamide; 1: |Heck Reaction;
DOI:10.1021/jm3011838