N-benzyl-N-{(1S)-1-(E)-[(1R)-2-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-1-hydroxy-2-oxoethyl]but-2-enyl}-4-methylbenzenesulfonamide

Base Information

Chemical Name:N-benzyl-N-{(1S)-1-(E)-[(1R)-2-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-1-hydroxy-2-oxoethyl]but-2-enyl}-4-methylbenzenesulfonamide
CAS No.:1300117-32-1
Molecular Formula:C₃₂H₃₆N₂O₅S
Molecular Weight:560.714
Hs Code.:

Synonyms:N-benzyl-N-{(1S)-1-(E)-[(1R)-2-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-1-hydroxy-2-oxoethyl]but-2-enyl}-4-methylbenzenesulfonamide

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Chemical Property of N-benzyl-N-{(1S)-1-(E)-[(1R)-2-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-1-hydroxy-2-oxoethyl]but-2-enyl}-4-methylbenzenesulfonamide

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Technology Process of N-benzyl-N-{(1S)-1-(E)-[(1R)-2-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-1-hydroxy-2-oxoethyl]but-2-enyl}-4-methylbenzenesulfonamide

There total 4 articles about N-benzyl-N-{(1S)-1-(E)-[(1R)-2-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-1-hydroxy-2-oxoethyl]but-2-enyl}-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: 78.0%

: 1300117-31-0
N-benzyl-N-{(E)-(3R)-3-[2-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]-oxazol-3-yl)-2-oxoethoxy]but-1-enyl}-4-methylbenzenesulfonamide

: N-benzyl-N-{(1S)-1-(Z)-[(1R)-2-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-1-hydroxy-2-oxoethyl]but-2-enyl}-4-methylbenzenesulfonamide

: 1300117-32-1
N-benzyl-N-{(1S)-1-(E)-[(1R)-2-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-1-hydroxy-2-oxoethyl]but-2-enyl}-4-methylbenzenesulfonamide

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1h; optical yield given as %de; stereoselective reaction;
DOI:10.1002/chem.201003265

Reference yield:

: 1300116-93-1
(R)-N-benzyl-N-(3-hydroxybut-1-yn-1-yl)-4-methylbenzenesulfonamide

: N-benzyl-N-{(1S)-1-(Z)-[(1R)-2-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-1-hydroxy-2-oxoethyl]but-2-enyl}-4-methylbenzenesulfonamide

: 1300117-32-1
N-benzyl-N-{(1S)-1-(E)-[(1R)-2-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-1-hydroxy-2-oxoethyl]but-2-enyl}-4-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran; toluene / 0.5 h / 20 °C

2.1: tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide / water; toluene / 3 h / 20 °C

2.2: 0.5 h / 20 °C

3.1: N,N,N,N,N,N-hexamethylphosphoric triamide; lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; tetra(n-butyl)ammonium hydrogensulfate; sodium bis(2-methoxyethoxy)aluminium dihydride; sodium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; water; toluene; 3.1: Wittig rearrangement;
DOI:10.1002/chem.201003265

Reference yield:

: 1300116-89-5
N-benzyl-N-[(3R)-3-(tert-butyldiphenylsilyloxy)but-1-ynyl]-4-methylbenzenesulfonamide

: N-benzyl-N-{(1S)-1-(Z)-[(1R)-2-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-1-hydroxy-2-oxoethyl]but-2-enyl}-4-methylbenzenesulfonamide

: 1300117-32-1
N-benzyl-N-{(1S)-1-(E)-[(1R)-2-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-1-hydroxy-2-oxoethyl]but-2-enyl}-4-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 - 20 °C

2.1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran; toluene / 0.5 h / 20 °C

3.1: tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide / water; toluene / 3 h / 20 °C

3.2: 0.5 h / 20 °C

4.1: N,N,N,N,N,N-hexamethylphosphoric triamide; lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; tetrabutyl ammonium fluoride; tetra(n-butyl)ammonium hydrogensulfate; sodium bis(2-methoxyethoxy)aluminium dihydride; sodium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; water; toluene; 4.1: Wittig rearrangement;
DOI:10.1002/chem.201003265