(2R,3S)-3-<<(phenoxyacetyl)histidyl>amino>-4-cyclohexyl-1-(cyclohexylthio)-2-hydroxybutane

Base Information

Chemical Name:(2R,3S)-3-<<(phenoxyacetyl)histidyl>amino>-4-cyclohexyl-1-(cyclohexylthio)-2-hydroxybutane
CAS No.:110205-98-6
Molecular Formula:C₃₀H₄₄N₄O₄S
Molecular Weight:556.77
Hs Code.:

Synonyms:(2R,3S)-3-<<(phenoxyacetyl)histidyl>amino>-4-cyclohexyl-1-(cyclohexylthio)-2-hydroxybutane

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Chemical Property of (2R,3S)-3-<<(phenoxyacetyl)histidyl>amino>-4-cyclohexyl-1-(cyclohexylthio)-2-hydroxybutane

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Technology Process of (2R,3S)-3-<<(phenoxyacetyl)histidyl>amino>-4-cyclohexyl-1-(cyclohexylthio)-2-hydroxybutane

There total 7 articles about (2R,3S)-3-<<(phenoxyacetyl)histidyl>amino>-4-cyclohexyl-1-(cyclohexylthio)-2-hydroxybutane 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: 41.0%

: 701-99-5
Phenoxyacetyl chloride

: 110206-11-6
(2R,3S)-3-(histidylamino)-4-cyclohexyl-1-(cyclohexylthio)-2-hydroxybutane dihydrochloride

: 110205-98-6
(2R,3S)-3-<<(phenoxyacetyl)histidyl>amino>-4-cyclohexyl-1-(cyclohexylthio)-2-hydroxybutane

Guidance literature:: With 4-methyl-morpholine; 1-hydroxy-pyrrolidine-2,5-dione; In N,N-dimethyl-formamide; 1.) 0 deg C, 2 h, 2.) RT, overnight;
DOI:10.1021/jm00394a035

Reference yield:

: 17791-52-5
N-(tert-butoxycarbonyl)-L-histidine

: 110205-98-6
(2R,3S)-3-<<(phenoxyacetyl)histidyl>amino>-4-cyclohexyl-1-(cyclohexylthio)-2-hydroxybutane

Guidance literature:: Multi-step reaction with 3 steps

1: 1-hydroxybenzotriazole monohydrate (HOBt), N-methylmorpholine, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / dimethylformamide / -23 - 20 °C

2: HCl / ethanol / Ambient temperature

3: 41 percent / N-hydroxysuccinimide, N-methylmorpholine / dimethylformamide / 1.) 0 deg C, 2 h, 2.) RT, overnight

With 4-methyl-morpholine; hydrogenchloride; 1-hydroxy-pyrrolidine-2,5-dione; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jm00394a035

Reference yield:

: 1569-69-3
Cyclohexanethiol

: 110205-98-6
(2R,3S)-3-<<(phenoxyacetyl)histidyl>amino>-4-cyclohexyl-1-(cyclohexylthio)-2-hydroxybutane

Guidance literature:: Multi-step reaction with 5 steps

1: 50 percent / triethylamine / methanol / 2 h / Heating

2: HCl / ethanol / Ambient temperature

3: 1-hydroxybenzotriazole monohydrate (HOBt), N-methylmorpholine, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / dimethylformamide / -23 - 20 °C

4: HCl / ethanol / Ambient temperature

5: 41 percent / N-hydroxysuccinimide, N-methylmorpholine / dimethylformamide / 1.) 0 deg C, 2 h, 2.) RT, overnight

With 4-methyl-morpholine; hydrogenchloride; 1-hydroxy-pyrrolidine-2,5-dione; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In methanol; ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jm00394a035