3-chloro-N-((1S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-{[4-(hydroxyacetyl)phenyl]methyl}ethyl)-4-[(1-methylethyl)oxy]benzamide

Base Information

Chemical Name:3-chloro-N-((1S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-{[4-(hydroxyacetyl)phenyl]methyl}ethyl)-4-[(1-methylethyl)oxy]benzamide
CAS No.:1240137-96-5
Molecular Formula:C₂₉H₂₇ClN₂O₆
Molecular Weight:534.996
Hs Code.:

Synonyms:3-chloro-N-((1S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-{[4-(hydroxyacetyl)phenyl]methyl}ethyl)-4-[(1-methylethyl)oxy]benzamide

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Chemical Property of 3-chloro-N-((1S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-{[4-(hydroxyacetyl)phenyl]methyl}ethyl)-4-[(1-methylethyl)oxy]benzamide

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Technology Process of 3-chloro-N-((1S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-{[4-(hydroxyacetyl)phenyl]methyl}ethyl)-4-[(1-methylethyl)oxy]benzamide

There total 11 articles about 3-chloro-N-((1S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-{[4-(hydroxyacetyl)phenyl]methyl}ethyl)-4-[(1-methylethyl)oxy]benzamide 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: 90.0%

: 1240137-81-8
3-chloro-N-{(1S)-2-[4-(chloroacetyl)phenyl]-1-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]ethyl}-4-[(1-methylethyl)oxy]benzamide

: 1240137-96-5
3-chloro-N-((1S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-{[4-(hydroxyacetyl)phenyl]methyl}ethyl)-4-[(1-methylethyl)oxy]benzamide

Guidance literature:: With tetrabutylammomium bromide; water; potassium formate; In acetonitrile; for 40h; Reflux;
DOI:10.1021/op100186c

Reference yield:

: 3182-95-4
L-Phenylalaninol

: 1240137-96-5
3-chloro-N-((1S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-{[4-(hydroxyacetyl)phenyl]methyl}ethyl)-4-[(1-methylethyl)oxy]benzamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: ethyl acetate / 1.5 h

2.1: di-isopropyl azodicarboxylate; triphenylphosphine / methanol; toluene / 42 - 60 °C

2.2: 2 h / 60 °C

3.1: aluminum (III) chloride / 22 h / -5 °C

3.2: 35 - 50 °C

3.3: 18 h / 65 °C

4.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 5 - 8 °C

5.1: tetrabutylammomium bromide; water; potassium formate / acetonitrile / 40 h / Reflux

With aluminum (III) chloride; di-isopropyl azodicarboxylate; tetrabutylammomium bromide; water; potassium formate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In methanol; ethyl acetate; toluene; acetonitrile; 2.1: Mitsunobu reaction / 3.1: Friedel Crafts acylation;
DOI:10.1021/op100186c

Reference yield:

: 120-47-8
Ethyl 4-hydroxybenzoate

: 1240137-96-5
3-chloro-N-((1S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-{[4-(hydroxyacetyl)phenyl]methyl}ethyl)-4-[(1-methylethyl)oxy]benzamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium hydroxide / dimethyl sulfoxide / 1 h / 50 °C

1.2: 50 °C

2.1: water; potassium hydroxide / dimethyl sulfoxide / 80 - 85 °C

2.2: 50 - 60 °C

3.1: N-chloro-succinimide / N,N-dimethyl-formamide / 18 h / 22 °C

4.1: oxalyl dichloride; N,N-dimethyl-formamide / toluene / 1 h / 45 °C

5.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 5 - 8 °C

6.1: tetrabutylammomium bromide; water; potassium formate / acetonitrile / 40 h / Reflux

With N-chloro-succinimide; oxalyl dichloride; tetrabutylammomium bromide; water; potassium formate; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; potassium hydroxide; In dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/op100186c