N-benzyl-2-diethoxyphosphoryloxy-N-{2-(1-hexyn-1-yl)phenyl}-2-phenylacetamide

Base Information

Chemical Name:N-benzyl-2-diethoxyphosphoryloxy-N-{2-(1-hexyn-1-yl)phenyl}-2-phenylacetamide
CAS No.:1615653-20-7
Molecular Formula:C₃₁H₃₆NO₅P
Molecular Weight:533.604
Hs Code.:

Synonyms:N-benzyl-2-diethoxyphosphoryloxy-N-{2-(1-hexyn-1-yl)phenyl}-2-phenylacetamide

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Chemical Property of N-benzyl-2-diethoxyphosphoryloxy-N-{2-(1-hexyn-1-yl)phenyl}-2-phenylacetamide

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Technology Process of N-benzyl-2-diethoxyphosphoryloxy-N-{2-(1-hexyn-1-yl)phenyl}-2-phenylacetamide

There total 5 articles about N-benzyl-2-diethoxyphosphoryloxy-N-{2-(1-hexyn-1-yl)phenyl}-2-phenylacetamide 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: 89.0%

: 1615653-08-1
N-benzyl-N-{2-(1-hexyn-1-yl)phenyl}-2-oxo-2-phenylacetamide

: 762-04-9
phosphonic acid diethyl ester

: 1615653-20-7
N-benzyl-2-diethoxyphosphoryloxy-N-{2-(1-hexyn-1-yl)phenyl}-2-phenylacetamide

Guidance literature:: With 1-tert-butyl-2,2,4,4,4-pentakis(dimethylamino)-2Λ⁵,4Λ⁵-catenadi(phosphazene); In tetrahydrofuran; dimethyl sulfoxide; at 20 ℃; for 4h; Inert atmosphere;
DOI:10.1021/ol501479t

Reference yield:

: 100-52-7
benzaldehyde

: 1615653-20-7
N-benzyl-2-diethoxyphosphoryloxy-N-{2-(1-hexyn-1-yl)phenyl}-2-phenylacetamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium cyanoborohydride; acetic acid / methanol / 22 h / 0 °C

2.1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / N,N-dimethyl-formamide; triethylamine / 20 °C / Inert atmosphere

3.1: Dichloromethyl methyl ether / dichloromethane / 20 °C / Inert atmosphere

3.2: 0 - 20 °C / Inert atmosphere

4.1: 1-tert-butyl-2,2,4,4,4-pentakis(dimethylamino)-2Λ⁵,4Λ⁵-catenadi(phosphazene) / tetrahydrofuran; dimethyl sulfoxide / 4 h / 20 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; Dichloromethyl methyl ether; sodium cyanoborohydride; acetic acid; 1-tert-butyl-2,2,4,4,4-pentakis(dimethylamino)-2Λ⁵,4Λ⁵-catenadi(phosphazene); In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; triethylamine; N,N-dimethyl-formamide;
DOI:10.1021/ol501479t

Reference yield:

: 76464-99-8
N-benzyl-2-iodoaniline

: 1615653-20-7
N-benzyl-2-diethoxyphosphoryloxy-N-{2-(1-hexyn-1-yl)phenyl}-2-phenylacetamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / N,N-dimethyl-formamide; triethylamine / 20 °C / Inert atmosphere

2.1: Dichloromethyl methyl ether / dichloromethane / 20 °C / Inert atmosphere

2.2: 0 - 20 °C / Inert atmosphere

3.1: 1-tert-butyl-2,2,4,4,4-pentakis(dimethylamino)-2Λ⁵,4Λ⁵-catenadi(phosphazene) / tetrahydrofuran; dimethyl sulfoxide / 4 h / 20 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; Dichloromethyl methyl ether; 1-tert-butyl-2,2,4,4,4-pentakis(dimethylamino)-2Λ⁵,4Λ⁵-catenadi(phosphazene); In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; triethylamine; N,N-dimethyl-formamide;
DOI:10.1021/ol501479t