N-benzyl-N-[(3S)-3-hydroxy-5-(4-methoxybenzyloxy)pent-1-ynyl]-4-methylbenzenesulfonamide

Base Information

Chemical Name:N-benzyl-N-[(3S)-3-hydroxy-5-(4-methoxybenzyloxy)pent-1-ynyl]-4-methylbenzenesulfonamide
CAS No.:1300116-95-3
Molecular Formula:C₂₇H₂₉NO₅S
Molecular Weight:479.597
Hs Code.:

Synonyms:N-benzyl-N-[(3S)-3-hydroxy-5-(4-methoxybenzyloxy)pent-1-ynyl]-4-methylbenzenesulfonamide

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Chemical Property of N-benzyl-N-[(3S)-3-hydroxy-5-(4-methoxybenzyloxy)pent-1-ynyl]-4-methylbenzenesulfonamide

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Technology Process of N-benzyl-N-[(3S)-3-hydroxy-5-(4-methoxybenzyloxy)pent-1-ynyl]-4-methylbenzenesulfonamide

There total 7 articles about N-benzyl-N-[(3S)-3-hydroxy-5-(4-methoxybenzyloxy)pent-1-ynyl]-4-methylbenzenesulfonamide 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: 99.0%

: 1300116-91-9
N-benzyl-N-{(3S)-3-[(tert-butyldiphenylsilyl)oxy]-5-(4-methoxybenzyloxy)pent-1-ynyl}-4-methylbenzenesulfonamide

: 1300116-95-3
N-benzyl-N-[(3S)-3-hydroxy-5-(4-methoxybenzyloxy)pent-1-ynyl]-4-methylbenzenesulfonamide

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1002/chem.201003265

Reference yield:

: 1195470-78-0
1-trimethylsilyl-5-(4-methoxybenzyloxy)-1-pentyn-3-one

: 1300116-95-3
N-benzyl-N-[(3S)-3-hydroxy-5-(4-methoxybenzyloxy)pent-1-ynyl]-4-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1: Noyori's catalyst / isopropyl alcohol / 2.5 h / 20 °C

2: 1H-imidazole / N,N-dimethyl-formamide / 4 h / 20 °C

3: N-Bromosuccinimide; silver nitrate / acetone / 17 h / 20 °C / Darkness

4: potassium phosphate; copper(ll) sulfate pentahydrate; 1,10-Phenanthroline / toluene / 12 h / 80 °C

5: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

With 1H-imidazole; potassium phosphate; N-Bromosuccinimide; Noyori's catalyst; 1,10-Phenanthroline; copper(ll) sulfate pentahydrate; tetrabutyl ammonium fluoride; silver nitrate; In tetrahydrofuran; N,N-dimethyl-formamide; isopropyl alcohol; acetone; toluene;
DOI:10.1002/chem.201003265

Reference yield:

: 1196718-45-2
(3S)-1-trimethylsilyl-5-(4-methoxybenzyloxy)-1-pentyn-3-ol

: 1300116-95-3
N-benzyl-N-[(3S)-3-hydroxy-5-(4-methoxybenzyloxy)pent-1-ynyl]-4-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 4 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 4 h / 20 °C

2: N-Bromosuccinimide; silver nitrate / acetone / 17 h / 20 °C / Darkness

3: potassium phosphate; copper(ll) sulfate pentahydrate; 1,10-Phenanthroline / toluene / 12 h / 80 °C

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

With 1H-imidazole; potassium phosphate; N-Bromosuccinimide; 1,10-Phenanthroline; copper(ll) sulfate pentahydrate; tetrabutyl ammonium fluoride; silver nitrate; In tetrahydrofuran; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1002/chem.201003265