(1''S,1'''R)-2-but-3'-enyloxy-3-hydroxy-N-(1''-{1'''-hydroxy-2'''-[isobutyl-(4-methoxybenzenesulfonyl)amino]ethyl}hex-5''-enyl)benzamide

Base Information

Chemical Name:(1''S,1'''R)-2-but-3'-enyloxy-3-hydroxy-N-(1''-{1'''-hydroxy-2'''-[isobutyl-(4-methoxybenzenesulfonyl)amino]ethyl}hex-5''-enyl)benzamide
CAS No.:852820-89-4
Molecular Formula:C₃₀H₄₂N₂O₇S
Molecular Weight:574.739
Hs Code.:

Synonyms:(1''S,1'''R)-2-but-3'-enyloxy-3-hydroxy-N-(1''-{1'''-hydroxy-2'''-[isobutyl-(4-methoxybenzenesulfonyl)amino]ethyl}hex-5''-enyl)benzamide

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Chemical Property of (1''S,1'''R)-2-but-3'-enyloxy-3-hydroxy-N-(1''-{1'''-hydroxy-2'''-[isobutyl-(4-methoxybenzenesulfonyl)amino]ethyl}hex-5''-enyl)benzamide

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Technology Process of (1''S,1'''R)-2-but-3'-enyloxy-3-hydroxy-N-(1''-{1'''-hydroxy-2'''-[isobutyl-(4-methoxybenzenesulfonyl)amino]ethyl}hex-5''-enyl)benzamide

There total 6 articles about (1''S,1'''R)-2-but-3'-enyloxy-3-hydroxy-N-(1''-{1'''-hydroxy-2'''-[isobutyl-(4-methoxybenzenesulfonyl)amino]ethyl}hex-5''-enyl)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: 45.0%

: 852820-70-3
2-(but-3-enyloxy)-3-hydroxybenzoic acid

: N-(3-amino-2-hydroxy-oct-7-enyl)-N-isobutyl-4-methoxy-benzenesulfonamide

: 852820-89-4
(1''S,1'''R)-2-but-3'-enyloxy-3-hydroxy-N-(1''-{1'''-hydroxy-2'''-[isobutyl-(4-methoxybenzenesulfonyl)amino]ethyl}hex-5''-enyl)benzamide

Guidance literature:: With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1-hydroxybenzotriazol-hydrate; triethylamine; In N,N-dimethyl-formamide; at 0 - 23 ℃;
DOI:10.1021/jm050019i

Reference yield:

: 852820-71-4
2-but-3-enyloxy-3-hydroxy-benzoic acid methyl ester

: 852820-89-4
(1''S,1'''R)-2-but-3'-enyloxy-3-hydroxy-N-(1''-{1'''-hydroxy-2'''-[isobutyl-(4-methoxybenzenesulfonyl)amino]ethyl}hex-5''-enyl)benzamide

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / aq. LiOH / tetrahydrofuran / 2 h / 55 °C

2: 45 percent / EDC; 1-hydroxybenzotriazole hydrate; triethylamine / dimethylformamide / 0 - 23 °C

With lithium hydroxide; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1-hydroxybenzotriazol-hydrate; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jm050019i

Reference yield:

: 852820-64-5
3-(tert-butyldiemthylsilanyloxy)-2-hydroxybenzoic acid methyl ester

: 852820-89-4
(1''S,1'''R)-2-but-3'-enyloxy-3-hydroxy-N-(1''-{1'''-hydroxy-2'''-[isobutyl-(4-methoxybenzenesulfonyl)amino]ethyl}hex-5''-enyl)benzamide

Guidance literature:: Multi-step reaction with 4 steps

1: 63 percent / DEAD; PPh₃ / tetrahydrofuran / 3 h / 23 °C

2: 77 percent / TBAF / tetrahydrofuran / 0.33 h / 0 °C

3: 94 percent / aq. LiOH / tetrahydrofuran / 2 h / 55 °C

4: 45 percent / EDC; 1-hydroxybenzotriazole hydrate; triethylamine / dimethylformamide / 0 - 23 °C

With lithium hydroxide; tetrabutyl ammonium fluoride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1-hydroxybenzotriazol-hydrate; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Mitsunobu reaction;
DOI:10.1021/jm050019i