(2R,3S)-methyl <3-<<<(tert-butyloxycarbonyl)phenylalaninyl>leucyl>amino>-4-cyclohexyl-2-hydroxybutyl>phosphonate

Base Information

Chemical Name:(2R,3S)-methyl <3-<<<(tert-butyloxycarbonyl)phenylalaninyl>leucyl>amino>-4-cyclohexyl-2-hydroxybutyl>phosphonate
CAS No.:123381-47-5
Molecular Formula:C₃₁H₅₂N₃O₈P
Molecular Weight:625.743
Hs Code.:

Synonyms:(2R,3S)-methyl <3-<<<(tert-butyloxycarbonyl)phenylalaninyl>leucyl>amino>-4-cyclohexyl-2-hydroxybutyl>phosphonate

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Chemical Property of (2R,3S)-methyl <3-<<<(tert-butyloxycarbonyl)phenylalaninyl>leucyl>amino>-4-cyclohexyl-2-hydroxybutyl>phosphonate

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Technology Process of (2R,3S)-methyl <3-<<<(tert-butyloxycarbonyl)phenylalaninyl>leucyl>amino>-4-cyclohexyl-2-hydroxybutyl>phosphonate

There total 6 articles about (2R,3S)-methyl <3-<<<(tert-butyloxycarbonyl)phenylalaninyl>leucyl>amino>-4-cyclohexyl-2-hydroxybutyl>phosphonate 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: 24.0%

: 123381-46-4
(2R,3S)-dimethyl <3-<<<(tert-butyloxycarbonyl)phenylalaninyl>leucyl>amino>-4-cyclohexyl-2-hydroxybutyl>phosphonate

: 123381-47-5
(2R,3S)-methyl <3-<<<(tert-butyloxycarbonyl)phenylalaninyl>leucyl>amino>-4-cyclohexyl-2-hydroxybutyl>phosphonate

Guidance literature:: With thiophenol; triethylamine; at 40 ℃; overnight;
DOI:10.1021/jm00164a011

Reference yield:

: 33014-68-5
tert-butoxycarbonyl-L-phenylalanyl-L-leucine

: 123381-47-5
(2R,3S)-methyl <3-<<<(tert-butyloxycarbonyl)phenylalaninyl>leucyl>amino>-4-cyclohexyl-2-hydroxybutyl>phosphonate

Guidance literature:: Multi-step reaction with 2 steps

1: 77 percent / 1-hydroxybenzotriazole monohydrate, N-methylmorpholine, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / dimethylformamide / 1.) -23 deg C, 2 h, 2.) room temp.

2: 24 percent / triethylamine, thiophenol / 40 °C / overnight

With 4-methyl-morpholine; thiophenol; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide;
DOI:10.1021/jm00164a011

Reference yield:

: 123381-14-6
N-tritylcyclohexylalaninol

: 123381-47-5
(2R,3S)-methyl <3-<<<(tert-butyloxycarbonyl)phenylalaninyl>leucyl>amino>-4-cyclohexyl-2-hydroxybutyl>phosphonate

Guidance literature:: Multi-step reaction with 5 steps

1: oxalyl chloride, dimethylsulfoxide, triethylamine / CH₂Cl₂ / 0.5 h / -60 °C

2: 1.) n-butyllithium / 1.) THF, hexane, -78 deg C, 0.5 h, 2.) 0.5 h

3: 4.5 M HCl / dioxane / 0.5 h / Ambient temperature

4: 77 percent / 1-hydroxybenzotriazole monohydrate, N-methylmorpholine, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / dimethylformamide / 1.) -23 deg C, 2 h, 2.) room temp.

5: 24 percent / triethylamine, thiophenol / 40 °C / overnight

With 4-methyl-morpholine; hydrogenchloride; n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; thiophenol; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00164a011