N-{4-[2-carbamoyl-1-(3-naphthalen-1-yl-propylcarbamoyl)-ethylcarbamoyl]-1-[3-(5-methyl-indol-1-yl)-propionyl]-piperidin-4-yl}-3-[4-(di-tert-butoxy-phosphorylmethyl)-benzyl]-succinamic acid tert-butyl ester

Base Information

Chemical Name:N-{4-[2-carbamoyl-1-(3-naphthalen-1-yl-propylcarbamoyl)-ethylcarbamoyl]-1-[3-(5-methyl-indol-1-yl)-propionyl]-piperidin-4-yl}-3-[4-(di-tert-butoxy-phosphorylmethyl)-benzyl]-succinamic acid tert-butyl ester
CAS No.:936633-39-5
Molecular Formula:C₅₉H₇₉N₆O₁₀P
Molecular Weight:1063.28
Hs Code.:

<i>N</i>-{4-[2-carbamoyl-1-(3-naphthalen-1-yl-propylcarbamoyl)-ethylcarbamoyl]-1-[3-(5-methyl-indol-1-yl)-propionyl]-piperidin-4-yl}-3-[4-(di-<i>tert</i>-butoxy-phosphorylmethyl)-benzyl]-succinamic acid <i>tert</i>-butyl ester

Synonyms:N-{4-[2-carbamoyl-1-(3-naphthalen-1-yl-propylcarbamoyl)-ethylcarbamoyl]-1-[3-(5-methyl-indol-1-yl)-propionyl]-piperidin-4-yl}-3-[4-(di-tert-butoxy-phosphorylmethyl)-benzyl]-succinamic acid tert-butyl ester

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Chemical Property of N-{4-[2-carbamoyl-1-(3-naphthalen-1-yl-propylcarbamoyl)-ethylcarbamoyl]-1-[3-(5-methyl-indol-1-yl)-propionyl]-piperidin-4-yl}-3-[4-(di-tert-butoxy-phosphorylmethyl)-benzyl]-succinamic acid tert-butyl ester

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Technology Process of N-{4-[2-carbamoyl-1-(3-naphthalen-1-yl-propylcarbamoyl)-ethylcarbamoyl]-1-[3-(5-methyl-indol-1-yl)-propionyl]-piperidin-4-yl}-3-[4-(di-tert-butoxy-phosphorylmethyl)-benzyl]-succinamic acid tert-butyl ester

There total 6 articles about N-{4-[2-carbamoyl-1-(3-naphthalen-1-yl-propylcarbamoyl)-ethylcarbamoyl]-1-[3-(5-methyl-indol-1-yl)-propionyl]-piperidin-4-yl}-3-[4-(di-tert-butoxy-phosphorylmethyl)-benzyl]-succinamic acid 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: 87.0%

: 3-(5-methyl-indol-1-yl)-propionyl chloride

: 936633-22-6
N-{4-[2-carbamoyl-1-(3-naphthalen-1-yl-propylcarbamoyl)-ethylcarbamoyl]-piperidin-4-yl}-3-[4-(di-tert-butoxy-phosphorylmethyl)-benzyl]-succinamic acid tert-butyl ester

: 936633-39-5
N-{4-[2-carbamoyl-1-(3-naphthalen-1-yl-propylcarbamoyl)-ethylcarbamoyl]-1-[3-(5-methyl-indol-1-yl)-propionyl]-piperidin-4-yl}-3-[4-(di-tert-butoxy-phosphorylmethyl)-benzyl]-succinamic acid tert-butyl ester

Guidance literature:: With diisopropylamine;
DOI:10.1021/jm0614073

Reference yield:

: 4-(9H-fluoren-9-ylmethoxycarbonylamino)-piperidine-1,4-dicarboxylic acid monobenzyl ester

: 936633-39-5
N-{4-[2-carbamoyl-1-(3-naphthalen-1-yl-propylcarbamoyl)-ethylcarbamoyl]-1-[3-(5-methyl-indol-1-yl)-propionyl]-piperidin-4-yl}-3-[4-(di-tert-butoxy-phosphorylmethyl)-benzyl]-succinamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: N-hydroxybenzotriazole; DIPCDI; DIPEA / dimethylformamide

2: NHEt₂ / acetonitrile

3: 59 percent / N-hydroxy-9-azabenzotriazole; 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride / dimethylformamide / 21.25 h / 20 - 40 °C

4: hydrogen / Pd/C / methanol

5: 87 percent / diisopropylamine

With 4-aza-1-hydroxybenzotriazole; 1,3-di-tert-butylcarbodiimide; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; diethylamine; diisopropylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm0614073

Reference yield:

: 936633-15-7
4-amino-4-[2-carbamoyl-1-(3-naphthalen-1-yl-propylcarbamoyl)-ethylcarbamoyl]-piperidine-1-carboxylic acid benzyl ester

: 936633-39-5
N-{4-[2-carbamoyl-1-(3-naphthalen-1-yl-propylcarbamoyl)-ethylcarbamoyl]-1-[3-(5-methyl-indol-1-yl)-propionyl]-piperidin-4-yl}-3-[4-(di-tert-butoxy-phosphorylmethyl)-benzyl]-succinamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 59 percent / N-hydroxy-9-azabenzotriazole; 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride / dimethylformamide / 21.25 h / 20 - 40 °C

2: hydrogen / Pd/C / methanol

3: 87 percent / diisopropylamine

With 4-aza-1-hydroxybenzotriazole; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; diisopropylamine; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm0614073