(1S,2S)-N-<1-(cyclohexylmethyl)-2-(dimethoxyphosphinyl)-2-hydroxyethyl>-N²--L-leucinamide

Base Information

• Chemical Name: (1S,2S)-N-<1-(cyclohexylmethyl)-2-(dimethoxyphosphinyl)-2-hydroxyethyl>-N²--L-leucinamide
• CAS No.: 169529-81-1
• Molecular Formula: C₃₂H₅₂N₃O₇P
• Molecular Weight: 621.755

Synonyms:(1S,2S)-N-<1-(cyclohexylmethyl)-2-(dimethoxyphosphinyl)-2-hydroxyethyl>-N²--L-leucinamide

Chemical Property of (1S,2S)-N-<1-(cyclohexylmethyl)-2-(dimethoxyphosphinyl)-2-hydroxyethyl>-N²--L-leucinamide

Chemical Property:

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Technology Process of (1S,2S)-N-<1-(cyclohexylmethyl)-2-(dimethoxyphosphinyl)-2-hydroxyethyl>-N²--L-leucinamide

There total 5 articles about (1S,2S)-N-<1-(cyclohexylmethyl)-2-(dimethoxyphosphinyl)-2-hydroxyethyl>-N²--L-leucinamide 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: 52.0%

N-cyclopentanoylphenylalanine (75691-91-7) + (1S,2S)-N-<1-(cyclohexylmethyl)-2-(dimethoxyphosphinyl)-2-hydroxyethyl>-L-leucinamide, hydrochloride → (1S,2S)-N-<1-(cyclohexylmethyl)-2-(dimethoxyphosphinyl)-2-hydroxyethyl>-N2--L-leucinamide (169529-81-1,125399-14-6)

Guidance literature:

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In N,N-dimethyl-formamide; for 18h; Ambient temperature;

DOI:10.1021/jm00022a022

Reference yield:

N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) → (1S,2S)-N-<1-(cyclohexylmethyl)-2-(dimethoxyphosphinyl)-2-hydroxyethyl>-N2--L-leucinamide (169529-81-1,125399-14-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 53 percent / HOBt, Et₃N, EDC / dimethylformamide / 16 h / 25 °C

2: 100 percent / HCl / ethyl acetate / 1 h

3: 52 percent / HOBt, Et₃N, EDC / dimethylformamide / 18 h / Ambient temperature

With hydrogenchloride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm00022a022

Reference yield:

-(2-amino-3-cyclohexyl-1-hydroxypropyl)phosphonic acid, dimethyl ester, hydrochloride (131372-76-4) → (1S,2S)-N-<1-(cyclohexylmethyl)-2-(dimethoxyphosphinyl)-2-hydroxyethyl>-N2--L-leucinamide (169529-81-1,125399-14-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 53 percent / HOBt, Et₃N, EDC / dimethylformamide / 16 h / 25 °C

2: 100 percent / HCl / ethyl acetate / 1 h

3: 52 percent / HOBt, Et₃N, EDC / dimethylformamide / 18 h / Ambient temperature

With hydrogenchloride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm00022a022

upstream raw materials:

N-cyclopentanoylphenylalanine

N-tert-butoxycarbonyl-L-leucine

-(2-amino-3-cyclohexyl-1-hydroxypropyl)phosphonic acid, dimethyl ester, hydrochloride

(1S,2S)-N-<1-(cyclohexylmethyl)-2-(dimethoxyphosphinyl)-2-hydroxyethyl>-N²-<(1,1-dimethylethoxy)carbonyl>-L-leucinamide

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