(4S,5S,8R,2'R,3'S)-N-isobutyl-6-aza-8-(3-{[(tert-butyloxy)carbonyl]amino}-2-hydroxy-4-phenylbutyl)-5-(cyclohexylmethyl)-4-hydroxy-7-oxo-1,12-tridecadiene-2-carboxamide

Base Information

Chemical Name:(4S,5S,8R,2'R,3'S)-N-isobutyl-6-aza-8-(3-{[(tert-butyloxy)carbonyl]amino}-2-hydroxy-4-phenylbutyl)-5-(cyclohexylmethyl)-4-hydroxy-7-oxo-1,12-tridecadiene-2-carboxamide
CAS No.:123484-24-2
Molecular Formula:C₃₉H₆₃N₃O₆
Molecular Weight:669.946
Hs Code.:

(4S,5S,8R,2'R,3'S)-N-isobutyl-6-aza-8-(3-{[(tert-butyloxy)carbonyl]amino}-2-hydroxy-4-phenylbutyl)-5-(cyclohexylmethyl)-4-hydroxy-7-oxo-1,12-tridecadiene-2-carboxamide

Synonyms:(4S,5S,8R,2'R,3'S)-N-isobutyl-6-aza-8-(3-{[(tert-butyloxy)carbonyl]amino}-2-hydroxy-4-phenylbutyl)-5-(cyclohexylmethyl)-4-hydroxy-7-oxo-1,12-tridecadiene-2-carboxamide

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Chemical Property of (4S,5S,8R,2'R,3'S)-N-isobutyl-6-aza-8-(3-{[(tert-butyloxy)carbonyl]amino}-2-hydroxy-4-phenylbutyl)-5-(cyclohexylmethyl)-4-hydroxy-7-oxo-1,12-tridecadiene-2-carboxamide

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Technology Process of (4S,5S,8R,2'R,3'S)-N-isobutyl-6-aza-8-(3-{[(tert-butyloxy)carbonyl]amino}-2-hydroxy-4-phenylbutyl)-5-(cyclohexylmethyl)-4-hydroxy-7-oxo-1,12-tridecadiene-2-carboxamide

There total 3 articles about (4S,5S,8R,2'R,3'S)-N-isobutyl-6-aza-8-(3-{[(tert-butyloxy)carbonyl]amino}-2-hydroxy-4-phenylbutyl)-5-(cyclohexylmethyl)-4-hydroxy-7-oxo-1,12-tridecadiene-2-carboxamide 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: 88.0%

: 123411-33-6
[(1S,2R,4R)-1-Benzyl-2-(tert-butyl-dimethyl-silanyloxy)-4-((1S,2S)-1-cyclohexylmethyl-2-hydroxy-4-isobutylcarbamoyl-pent-4-enylcarbamoyl)-non-8-enyl]-carbamic acid tert-butyl ester

: 123484-24-2
(4S,5S,8R,2'R,3'S)-N-isobutyl-6-aza-8-(3-{[(tert-butyloxy)carbonyl]amino}-2-hydroxy-4-phenylbutyl)-5-(cyclohexylmethyl)-4-hydroxy-7-oxo-1,12-tridecadiene-2-carboxamide

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 20h; Ambient temperature;
DOI:10.1021/jm00163a059

Reference yield:

: 118233-41-3
(4S,5S)-5-Amino-6-cyclohexyl-4-hydroxy-2-methylene-hexanoic acid isobutyl-amide; hydrochloride

: 123484-24-2
(4S,5S,8R,2'R,3'S)-N-isobutyl-6-aza-8-(3-{[(tert-butyloxy)carbonyl]amino}-2-hydroxy-4-phenylbutyl)-5-(cyclohexylmethyl)-4-hydroxy-7-oxo-1,12-tridecadiene-2-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1: 1-hydroxybenzotriazole monohydrate, 4-methylmorpholine, 1-ethyl-3-<3-(dimethylamino)propyl>-carbodiimide hydrochloride / dimethylformamide / 2 h / -23 °C

2: 88 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 20 h / Ambient temperature

With 4-methyl-morpholine; tetrabutyl ammonium fluoride; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jm00163a059

Reference yield:

: 104293-46-1
[1-((2R,4R)-5-Oxo-4-pent-4-enyl-tetrahydro-furan-2-yl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester

: 123484-24-2
(4S,5S,8R,2'R,3'S)-N-isobutyl-6-aza-8-(3-{[(tert-butyloxy)carbonyl]amino}-2-hydroxy-4-phenylbutyl)-5-(cyclohexylmethyl)-4-hydroxy-7-oxo-1,12-tridecadiene-2-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) LiOH, 2.) imidazole / 1.) dioxane, water, RT, overnight, 2.) DMF, 3 days

2: 1-hydroxybenzotriazole monohydrate, 4-methylmorpholine, 1-ethyl-3-<3-(dimethylamino)propyl>-carbodiimide hydrochloride / dimethylformamide / 2 h / -23 °C

3: 88 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 20 h / Ambient temperature

With 4-methyl-morpholine; 1H-imidazole; lithium hydroxide; tetrabutyl ammonium fluoride; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jm00163a059