4-({[(S)-4-(2,3-dihydro-benzo[1,4]dioxin-2-yl)-benzyl]-ethyl-amino}-methyl)-benzoic acid methyl ester

Base Information

Chemical Name:4-({[(S)-4-(2,3-dihydro-benzo[1,4]dioxin-2-yl)-benzyl]-ethyl-amino}-methyl)-benzoic acid methyl ester
CAS No.:1400797-46-7
Molecular Formula:C₂₆H₂₇NO₄
Molecular Weight:417.505
Hs Code.:

Synonyms:4-({[(S)-4-(2,3-dihydro-benzo[1,4]dioxin-2-yl)-benzyl]-ethyl-amino}-methyl)-benzoic acid methyl ester

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Chemical Property of 4-({[(S)-4-(2,3-dihydro-benzo[1,4]dioxin-2-yl)-benzyl]-ethyl-amino}-methyl)-benzoic acid methyl ester

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Technology Process of 4-({[(S)-4-(2,3-dihydro-benzo[1,4]dioxin-2-yl)-benzyl]-ethyl-amino}-methyl)-benzoic acid methyl ester

There total 15 articles about 4-({[(S)-4-(2,3-dihydro-benzo[1,4]dioxin-2-yl)-benzyl]-ethyl-amino}-methyl)-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:

: 1400797-45-6
4-{[(S)-4-(2,3-dihydro-benzo[1,4]dioxin-2-yl)-benzylamino]-methyl}-benzoic acid methyl ester

: 75-07-0,9002-91-9
acetaldehyde

: 1400797-46-7
4-({[(S)-4-(2,3-dihydro-benzo[1,4]dioxin-2-yl)-benzyl]-ethyl-amino}-methyl)-benzoic acid methyl ester

Guidance literature:: With sodium cyanoborohydride; acetic acid; In methanol; at 25 ℃; for 16h; Inert atmosphere;

Reference yield:

: 99-73-0,132309-76-3
para-bromophenacyl bromide

: 1400797-46-7
4-({[(S)-4-(2,3-dihydro-benzo[1,4]dioxin-2-yl)-benzyl]-ethyl-amino}-methyl)-benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: caesium carbonate / acetone / 1 h / 25 °C / Inert atmosphere

2.1: dmap; triethylamine / tetrahydrofuran / 0.75 h / 40 °C / Inert atmosphere

3.1: formic acid-triethylamine complex / N-[(1S,2S)-2-amino-1,2-diphenylethyl]-4-methylbenzenesulfonamide; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer / N,N-dimethyl-formamide / 2 h / 0 °C / Inert atmosphere

4.1: water; lithium hydroxide monohydrate / methanol / 0.5 h / 60 °C

5.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 1.5 h / 0 - 25 °C / Inert atmosphere

6.1: 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / N,N-dimethyl-formamide / 80 °C / Inert atmosphere

7.1: diisobutylaluminium hydride / toluene; tetrahydrofuran / 2.5 h / 0 - 25 °C / Inert atmosphere

7.2: 0 °C

8.1: N-ethyl-N,N-diisopropylamine; sodium cyanoborohydride; acetic acid / methanol / 16 h / 25 °C / Inert atmosphere

9.1: sodium cyanoborohydride; acetic acid / methanol / 16 h / 25 °C / Inert atmosphere

With dmap; lithium hydroxide monohydrate; di-isopropyl azodicarboxylate; formic acid-triethylamine complex; water; diisobutylaluminium hydride; sodium cyanoborohydride; caesium carbonate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; N-[(1S,2S)-2-amino-1,2-diphenylethyl]-4-methylbenzenesulfonamide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetone; toluene; 5.1: Mitsunobu reaction;

Reference yield:

: 1400797-03-6
C₁₆H₁₃BrO₄

: 1400797-46-7
4-({[(S)-4-(2,3-dihydro-benzo[1,4]dioxin-2-yl)-benzyl]-ethyl-amino}-methyl)-benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: formic acid-triethylamine complex / N-[(1S,2S)-2-amino-1,2-diphenylethyl]-4-methylbenzenesulfonamide; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer / N,N-dimethyl-formamide / 2 h / 0 °C / Inert atmosphere

2.1: water; lithium hydroxide monohydrate / methanol / 0.5 h / 60 °C

3.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 1.5 h / 0 - 25 °C / Inert atmosphere

4.1: 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / N,N-dimethyl-formamide / 80 °C / Inert atmosphere

5.1: diisobutylaluminium hydride / toluene; tetrahydrofuran / 2.5 h / 0 - 25 °C / Inert atmosphere

5.2: 0 °C

6.1: N-ethyl-N,N-diisopropylamine; sodium cyanoborohydride; acetic acid / methanol / 16 h / 25 °C / Inert atmosphere

7.1: sodium cyanoborohydride; acetic acid / methanol / 16 h / 25 °C / Inert atmosphere

With lithium hydroxide monohydrate; di-isopropyl azodicarboxylate; formic acid-triethylamine complex; water; diisobutylaluminium hydride; sodium cyanoborohydride; acetic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; N-[(1S,2S)-2-amino-1,2-diphenylethyl]-4-methylbenzenesulfonamide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene; 3.1: Mitsunobu reaction;