{4-[(S)-2-Acetylamino-2-(1-{(S)-2-carbamoyl-1-[3-(5-methyl-indol-1-yl)-propylcarbamoyl]-ethylcarbamoyl}-cyclohexylcarbamoyl)-ethyl]-benzyl}-phosphonic acid di-tert-butyl ester

Base Information

• Chemical Name: {4-[(S)-2-Acetylamino-2-(1-{(S)-2-carbamoyl-1-[3-(5-methyl-indol-1-yl)-propylcarbamoyl]-ethylcarbamoyl}-cyclohexylcarbamoyl)-ethyl]-benzyl}-phosphonic acid di-tert-butyl ester
• CAS No.: 264131-80-8
• Molecular Formula: C₄₃H₆₃N₆O₈P
• Molecular Weight: 822.982

Synonyms:

Chemical Property of {4-[(S)-2-Acetylamino-2-(1-{(S)-2-carbamoyl-1-[3-(5-methyl-indol-1-yl)-propylcarbamoyl]-ethylcarbamoyl}-cyclohexylcarbamoyl)-ethyl]-benzyl}-phosphonic acid di-tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of {4-[(S)-2-Acetylamino-2-(1-{(S)-2-carbamoyl-1-[3-(5-methyl-indol-1-yl)-propylcarbamoyl]-ethylcarbamoyl}-cyclohexylcarbamoyl)-ethyl]-benzyl}-phosphonic acid di-tert-butyl ester

There total 18 articles about {4-[(S)-2-Acetylamino-2-(1-{(S)-2-carbamoyl-1-[3-(5-methyl-indol-1-yl)-propylcarbamoyl]-ethylcarbamoyl}-cyclohexylcarbamoyl)-ethyl]-benzyl}-phosphonic acid di-tert-butyl ester 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:

N-Cbz-L-Phe (1161-13-3) → {4-[(S)-2-Acetylamino-2-(1-{(S)-2-carbamoyl-1-[3-(5-methyl-indol-1-yl)-propylcarbamoyl]-ethylcarbamoyl}-cyclohexylcarbamoyl)-ethyl]-benzyl}-phosphonic acid di-tert-butyl ester (264131-80-8)

Guidance literature:

Multi-step reaction with 5 steps

1: TPTU, DIPEA / dimethylformamide

2: H₂ / 10 percent Pd/C / ethanol

3: 50 percent / TiCl₄ / 50 °C

4: 54 percent / NaH / dimethylformamide / Ambient temperature

5: EDC, HOBt, N-methylmorpholine / dimethylformamide

With 4-methyl-morpholine; hydrogen; titanium tetrachloride; sodium hydride; benzotriazol-1-ol; O-(1,2-dihydro-2-oxo-1-pyridyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(98)00701-X

Reference yield:

5-methyl-1H-indole (614-96-0) → {4-[(S)-2-Acetylamino-2-(1-{(S)-2-carbamoyl-1-[3-(5-methyl-indol-1-yl)-propylcarbamoyl]-ethylcarbamoyl}-cyclohexylcarbamoyl)-ethyl]-benzyl}-phosphonic acid di-tert-butyl ester (264131-80-8)

Guidance literature:

Multi-step reaction with 5 steps

1: Triton B / dioxane / 0 - 20 °C

2: H₂ / Raney-Ni / methanol

3: dimethylformamide / Ambient temperature

4: H₂ / 10 percent Pd/C / dimethylformamide; methanol; tetrahydrofuran / Ambient temperature

5: EDC, HOBt, N-methylmorpholine / dimethylformamide

With 4-methyl-morpholine; hydrogen; N-benzyl-trimethylammonium hydroxide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; nickel; In tetrahydrofuran; 1,4-dioxane; methanol; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(98)00701-X

Reference yield:

1-amino-cyclohexanecarboxylic acid methyl ester hydrochloride (37993-32-1) → {4-[(S)-2-Acetylamino-2-(1-{(S)-2-carbamoyl-1-[3-(5-methyl-indol-1-yl)-propylcarbamoyl]-ethylcarbamoyl}-cyclohexylcarbamoyl)-ethyl]-benzyl}-phosphonic acid di-tert-butyl ester (264131-80-8)

Guidance literature:

Multi-step reaction with 5 steps

1: TPTU, DIPEA / dimethylformamide

2: H₂ / 10 percent Pd/C / ethanol

3: 50 percent / TiCl₄ / 50 °C

4: 54 percent / NaH / dimethylformamide / Ambient temperature

5: EDC, HOBt, N-methylmorpholine / dimethylformamide

With 4-methyl-morpholine; hydrogen; titanium tetrachloride; sodium hydride; benzotriazol-1-ol; O-(1,2-dihydro-2-oxo-1-pyridyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(98)00701-X

upstream raw materials:

1-{2-acetylamino-3-[4-(di-tert-butoxy-phosphorylmethyl)-phenyl]-propionylamino}-cyclohexanecarboxylic acid

N-Acetylimidazole

{4-[(S)-2-Amino-2-(1-{(S)-2-carbamoyl-1-[3-(5-methyl-indol-1-yl)-propylcarbamoyl]-ethylcarbamoyl}-cyclohexylcarbamoyl)-ethyl]-benzyl}-phosphonic acid di-tert-butyl ester

L-N_α-(9-fluorenylmethoxycarbonyloxy)-4-[(di-tert-butyl)phosphonomethyl]phenylalanine

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