4-{2-tert-butoxycarbonylmethyl-3-[4-(di-tert-butoxy-phosphorylmethyl)-phenyl]-propionylamino}-4-[2-carbamoyl-1-(3-naphthalen-1-yl-propylcarbamoyl)-ethylcarbamoyl]-piperidine-1-carboxylic acid phenethyl ester

Base Information

Chemical Name:4-{2-tert-butoxycarbonylmethyl-3-[4-(di-tert-butoxy-phosphorylmethyl)-phenyl]-propionylamino}-4-[2-carbamoyl-1-(3-naphthalen-1-yl-propylcarbamoyl)-ethylcarbamoyl]-piperidine-1-carboxylic acid phenethyl ester
CAS No.:936633-36-2
Molecular Formula:C₅₆H₇₆N₅O₁₁P
Molecular Weight:1026.22
Hs Code.:

4-{2-<i>tert</i>-butoxycarbonylmethyl-3-[4-(di-<i>tert</i>-butoxy-phosphorylmethyl)-phenyl]-propionylamino}-4-[2-carbamoyl-1-(3-naphthalen-1-yl-propylcarbamoyl)-ethylcarbamoyl]-piperidine-1-carboxylic acid phenethyl ester

Synonyms:4-{2-tert-butoxycarbonylmethyl-3-[4-(di-tert-butoxy-phosphorylmethyl)-phenyl]-propionylamino}-4-[2-carbamoyl-1-(3-naphthalen-1-yl-propylcarbamoyl)-ethylcarbamoyl]-piperidine-1-carboxylic acid phenethyl ester

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Chemical Property of 4-{2-tert-butoxycarbonylmethyl-3-[4-(di-tert-butoxy-phosphorylmethyl)-phenyl]-propionylamino}-4-[2-carbamoyl-1-(3-naphthalen-1-yl-propylcarbamoyl)-ethylcarbamoyl]-piperidine-1-carboxylic acid phenethyl ester

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Technology Process of 4-{2-tert-butoxycarbonylmethyl-3-[4-(di-tert-butoxy-phosphorylmethyl)-phenyl]-propionylamino}-4-[2-carbamoyl-1-(3-naphthalen-1-yl-propylcarbamoyl)-ethylcarbamoyl]-piperidine-1-carboxylic acid phenethyl ester

There total 7 articles about 4-{2-tert-butoxycarbonylmethyl-3-[4-(di-tert-butoxy-phosphorylmethyl)-phenyl]-propionylamino}-4-[2-carbamoyl-1-(3-naphthalen-1-yl-propylcarbamoyl)-ethylcarbamoyl]-piperidine-1-carboxylic acid phenethyl 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: 72.0%

: 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

: 57913-41-4
2-phenylethyl chloroformate

: 936633-36-2
4-{2-tert-butoxycarbonylmethyl-3-[4-(di-tert-butoxy-phosphorylmethyl)-phenyl]-propionylamino}-4-[2-carbamoyl-1-(3-naphthalen-1-yl-propylcarbamoyl)-ethylcarbamoyl]-piperidine-1-carboxylic acid phenethyl ester

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

Reference yield:

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

: 936633-36-2
4-{2-tert-butoxycarbonylmethyl-3-[4-(di-tert-butoxy-phosphorylmethyl)-phenyl]-propionylamino}-4-[2-carbamoyl-1-(3-naphthalen-1-yl-propylcarbamoyl)-ethylcarbamoyl]-piperidine-1-carboxylic acid phenethyl 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: 72 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

: 936633-36-2
4-{2-tert-butoxycarbonylmethyl-3-[4-(di-tert-butoxy-phosphorylmethyl)-phenyl]-propionylamino}-4-[2-carbamoyl-1-(3-naphthalen-1-yl-propylcarbamoyl)-ethylcarbamoyl]-piperidine-1-carboxylic acid phenethyl 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: 72 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