2-tert-butoxycarbonylamino-3-phenyl-propionic acid 2-{[2-(6-amino-purin-9-yl)-ethoxymethyl]-[2-(2-tert-butoxycarbonylamino-3-phenyl-propionyloxy)-ethoxy]-phosphinoyloxy}-ethyl ester

Base Information

• Chemical Name: 2-tert-butoxycarbonylamino-3-phenyl-propionic acid 2-{[2-(6-amino-purin-9-yl)-ethoxymethyl]-[2-(2-tert-butoxycarbonylamino-3-phenyl-propionyloxy)-ethoxy]-phosphinoyloxy}-ethyl ester
• CAS No.: 928651-82-5
• Molecular Formula: C₄₀H₅₄N₇O₁₂P
• Molecular Weight: 855.882

Synonyms:

Chemical Property of 2-tert-butoxycarbonylamino-3-phenyl-propionic acid 2-{[2-(6-amino-purin-9-yl)-ethoxymethyl]-[2-(2-tert-butoxycarbonylamino-3-phenyl-propionyloxy)-ethoxy]-phosphinoyloxy}-ethyl ester

Chemical Property:

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Useful:

Technology Process of 2-tert-butoxycarbonylamino-3-phenyl-propionic acid 2-{[2-(6-amino-purin-9-yl)-ethoxymethyl]-[2-(2-tert-butoxycarbonylamino-3-phenyl-propionyloxy)-ethoxy]-phosphinoyloxy}-ethyl ester

There total 2 articles about 2-tert-butoxycarbonylamino-3-phenyl-propionic acid 2-{[2-(6-amino-purin-9-yl)-ethoxymethyl]-[2-(2-tert-butoxycarbonylamino-3-phenyl-propionyloxy)-ethoxy]-phosphinoyloxy}-ethyl 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:

Adefovir (106941-25-7) + Boc-L-phenylalanine-2-bromoethyl ester (221351-21-9) → 2-tert-butoxycarbonylamino-3-phenyl-propionic acid 2-{[2-(6-amino-purin-9-yl)-ethoxymethyl]-[2-(2-tert-butoxycarbonylamino-3-phenyl-propionyloxy)-ethoxy]-phosphinoyloxy}-ethyl ester (928651-82-5)

Guidance literature:

With N,N'-dicyclohexyl-4-morpholine carboxamidine; In N,N-dimethyl-formamide; at 20 - 80 ℃;

DOI:10.1016/j.bmcl.2006.10.021

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → 2-tert-butoxycarbonylamino-3-phenyl-propionic acid 2-{[2-(6-amino-purin-9-yl)-ethoxymethyl]-[2-(2-tert-butoxycarbonylamino-3-phenyl-propionyloxy)-ethoxy]-phosphinoyloxy}-ethyl ester (928651-82-5)

Guidance literature:

Multi-step reaction with 2 steps

1: DCC; DMAP / CH₂Cl₂ / 20 °C

2: N,N'-dicyclohexyl-4-morpholine carboxamidine / dimethylformamide / 20 - 80 °C

With N,N'-dicyclohexyl-4-morpholine carboxamidine; dmap; dicyclohexyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2006.10.021

Reference yield:

2-tert-butoxycarbonylamino-3-phenyl-propionic acid 2-{[2-(6-amino-purin-9-yl)-ethoxymethyl]-[2-(2-tert-butoxycarbonylamino-3-phenyl-propionyloxy)-ethoxy]-phosphinoyloxy}-ethyl ester (928651-82-5) → (S)-2-Amino-3-phenyl-propionic acid 2-{[2-((S)-2-amino-3-phenyl-propionyloxy)-ethoxy]-[2-(6-amino-purin-9-yl)-ethoxymethyl]-phosphinoyloxy}-ethyl ester

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 20 ℃;

DOI:10.1016/j.bmcl.2006.10.021

upstream raw materials:

Adefovir

Boc-L-phenylalanine-2-bromoethyl ester

N-tert-butoxycarbonyl-L-phenylalanine

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