(2R,3S)-3-<<(O-benzylthreoninyl)histidyl>amino>-4-cyclohexyl-2-hydroxy-1-1-(isopropylsulfonyl)butane

Base Information

Chemical Name:(2R,3S)-3-<<(O-benzylthreoninyl)histidyl>amino>-4-cyclohexyl-2-hydroxy-1-1-(isopropylsulfonyl)butane
CAS No.:110206-02-5
Molecular Formula:C₃₀H₄₇N₅O₆S
Molecular Weight:605.799
Hs Code.:

Synonyms:(2R,3S)-3-<<(O-benzylthreoninyl)histidyl>amino>-4-cyclohexyl-2-hydroxy-1-1-(isopropylsulfonyl)butane

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Chemical Property of (2R,3S)-3-<<(O-benzylthreoninyl)histidyl>amino>-4-cyclohexyl-2-hydroxy-1-1-(isopropylsulfonyl)butane

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Technology Process of (2R,3S)-3-<<(O-benzylthreoninyl)histidyl>amino>-4-cyclohexyl-2-hydroxy-1-1-(isopropylsulfonyl)butane

There total 8 articles about (2R,3S)-3-<<(O-benzylthreoninyl)histidyl>amino>-4-cyclohexyl-2-hydroxy-1-1-(isopropylsulfonyl)butane 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: 60.0%

: 110205-95-3
{(1S,2R)-2-Benzyloxy-1-[(S)-1-[(1S,2R)-1-cyclohexylmethyl-2-hydroxy-3-(propane-2-sulfonyl)-propylcarbamoyl]-2-(1H-imidazol-4-yl)-ethylcarbamoyl]-propyl}-carbamic acid tert-butyl ester

: 110206-02-5
(2R,3S)-3-<<(O-benzylthreoninyl)histidyl>amino>-4-cyclohexyl-2-hydroxy-1-1-(isopropylsulfonyl)butane

Guidance literature:: With hydrogenchloride; In ethanol; Ambient temperature;
DOI:10.1021/jm00394a035

Reference yield:

: 15260-10-3
N-Boc-O-benzyl-L-threonine

: 110206-02-5
(2R,3S)-3-<<(O-benzylthreoninyl)histidyl>amino>-4-cyclohexyl-2-hydroxy-1-1-(isopropylsulfonyl)butane

Guidance literature:: Multi-step reaction with 2 steps

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

2: 60 percent / HCl / ethanol / Ambient temperature

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

Reference yield:

: 107202-61-9
(2R,3S)-3-(t-butoxycarbonylamino)-4-cyclohexyl-1,2-epoxybutane

: 110206-02-5
(2R,3S)-3-<<(O-benzylthreoninyl)histidyl>amino>-4-cyclohexyl-2-hydroxy-1-1-(isopropylsulfonyl)butane

Guidance literature:: Multi-step reaction with 7 steps

1: 59 percent / triethylamine / methanol / 2 h / Heating

2: 97 percent / m-chloroperoxybenzoic acid / CH₂Cl₂ / 1 h

3: HCl / ethanol / Ambient temperature

4: 1-hydroxybenzotriazole monohydrate (HOBt), N-methylmorpholine, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / dimethylformamide / -23 - 20 °C

5: HCl / ethanol / Ambient temperature

6: 1-hydroxybenzotriazole monohydrate (HOBt), N-methylmorpholine, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / dimethylformamide / -23 - 20 °C

7: 60 percent / HCl / ethanol / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 3-chloro-benzenecarboperoxoic acid; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00394a035