5'-O-[N-(benzyloxycarbonyl)valylprolylvalyl]-2'-deoxy-5-[2-(p-pentylphenyl)ethyl]uridine

Base Information

Chemical Name:5'-O-[N-(benzyloxycarbonyl)valylprolylvalyl]-2'-deoxy-5-[2-(p-pentylphenyl)ethyl]uridine
CAS No.:1269409-86-0
Molecular Formula:C₄₅H₆₁N₅O₁₀
Molecular Weight:832.007
Hs Code.:

Synonyms:5'-O-[N-(benzyloxycarbonyl)valylprolylvalyl]-2'-deoxy-5-[2-(p-pentylphenyl)ethyl]uridine

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Chemical Property of 5'-O-[N-(benzyloxycarbonyl)valylprolylvalyl]-2'-deoxy-5-[2-(p-pentylphenyl)ethyl]uridine

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Technology Process of 5'-O-[N-(benzyloxycarbonyl)valylprolylvalyl]-2'-deoxy-5-[2-(p-pentylphenyl)ethyl]uridine

There total 2 articles about 5'-O-[N-(benzyloxycarbonyl)valylprolylvalyl]-2'-deoxy-5-[2-(p-pentylphenyl)ethyl]uridine 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: 32.0%

: 1269409-84-8
3-[5'-O-[N-(benzyloxycarbonyl)valyl]-2'-deoxy-β-D-ribofuranosyl]-6-(p-pentylphenyl)-2,3-dihydrofuro[2,3-d]pyrimidin-2-one

: 47450-18-0,68166-40-5,53331-43-4
N-benzyloxycarbonyl-L-valyl-L-proline

: 1269409-85-9
3-[5'-O-[N-(benzyloxycarbonyl)valylprolylvalyl]-2'-deoxy-β-D-ribofuranosyl]-6-(p-pentylphenyl)-2,3-dihydrofuro[2,3-d]pyrimidin-2-one

: 1269409-86-0
5'-O-[N-(benzyloxycarbonyl)valylprolylvalyl]-2'-deoxy-5-[2-(p-pentylphenyl)ethyl]uridine

Guidance literature:: 3-[5'-O-[N-(benzyloxycarbonyl)valyl]-2'-deoxy-β-D-ribofuranosyl]-6-(p-pentylphenyl)-2,3-dihydrofuro[2,3-d]pyrimidin-2-one; With 20 % Pd(OH)2/C; hydrogen; In ethyl acetate; at 20 ℃; for 2h; under 1034.32 Torr;

N-benzyloxycarbonyl-L-valyl-L-proline; With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In dichloromethane; at 20 ℃; for 15h;
DOI:10.1021/jm101624e

Reference yield:

: 1149-26-4
(S)-N-(benzyloxycarbonyl)valine

: CF-1743

: 1269409-85-9
3-[5'-O-[N-(benzyloxycarbonyl)valylprolylvalyl]-2'-deoxy-β-D-ribofuranosyl]-6-(p-pentylphenyl)-2,3-dihydrofuro[2,3-d]pyrimidin-2-one

: 1269409-86-0
5'-O-[N-(benzyloxycarbonyl)valylprolylvalyl]-2'-deoxy-5-[2-(p-pentylphenyl)ethyl]uridine

Guidance literature:: Multi-step reaction with 2 steps

1.1: di-tert-butyl-diazodicarboxylate / tetrahydrofuran / 15 h / 20 °C / Inert atmosphere

2.1: 20 % Pd(OH)2/C; hydrogen / ethyl acetate / 2 h / 20 °C / 1034.32 Torr

2.2: 15 h / 20 °C

With di-tert-butyl-diazodicarboxylate; 20 % Pd(OH)2/C; hydrogen; In tetrahydrofuran; ethyl acetate; 1.1: Mitsunobu condensation;
DOI:10.1021/jm101624e