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

Base Information

Chemical Name:3-[2'-deoxy-5'-O-[N-(fluorenylmethoxycarbonyl)valyl]-β-D-ribofuranosyl]-6-(p-pentylphenyl)-2,3-dihydrofuro[2,3-d]pyrimidin-2-one
CAS No.:1269409-87-1
Molecular Formula:C₄₂H₄₅N₃O₈
Molecular Weight:719.835
Hs Code.:

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

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Chemical Property of 3-[2'-deoxy-5'-O-[N-(fluorenylmethoxycarbonyl)valyl]-β-D-ribofuranosyl]-6-(p-pentylphenyl)-2,3-dihydrofuro[2,3-d]pyrimidin-2-one

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Technology Process of 3-[2'-deoxy-5'-O-[N-(fluorenylmethoxycarbonyl)valyl]-β-D-ribofuranosyl]-6-(p-pentylphenyl)-2,3-dihydrofuro[2,3-d]pyrimidin-2-one

There total 1 articles about 3-[2'-deoxy-5'-O-[N-(fluorenylmethoxycarbonyl)valyl]-β-D-ribofuranosyl]-6-(p-pentylphenyl)-2,3-dihydrofuro[2,3-d]pyrimidin-2-one 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: 61.0%

: 68858-20-8
Fmoc-Val-OH

: CF-1743

: 1269409-87-1
3-[2'-deoxy-5'-O-[N-(fluorenylmethoxycarbonyl)valyl]-β-D-ribofuranosyl]-6-(p-pentylphenyl)-2,3-dihydrofuro[2,3-d]pyrimidin-2-one

Guidance literature:: With di-tert-butyl-diazodicarboxylate; In tetrahydrofuran; at 20 ℃; for 15h; regioselective reaction; Inert atmosphere;
DOI:10.1021/jm101624e

Reference yield: 90.0%

: 1269409-87-1
3-[2'-deoxy-5'-O-[N-(fluorenylmethoxycarbonyl)valyl]-β-D-ribofuranosyl]-6-(p-pentylphenyl)-2,3-dihydrofuro[2,3-d]pyrimidin-2-one

: 956483-02-6
FV-100

Guidance literature:: 3-[2'-deoxy-5'-O-[N-(fluorenylmethoxycarbonyl)valyl]-β-D-ribofuranosyl]-6-(p-pentylphenyl)-2,3-dihydrofuro[2,3-d]pyrimidin-2-one; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 2h;

With hydrogenchloride; In dichloromethane; isopropyl alcohol; at 5 ℃; pH=1 - 4;

Reference yield:

: 1269409-87-1
3-[2'-deoxy-5'-O-[N-(fluorenylmethoxycarbonyl)valyl]-β-D-ribofuranosyl]-6-(p-pentylphenyl)-2,3-dihydrofuro[2,3-d]pyrimidin-2-one

: 1127416-93-6
3-[2'-deoxy-5'-O-[N-(fluorenylmethoxycarbonyl)valylprolylvalyl]-β-D-ribofuranosyl]-6-(p-pentylphenyl)-2,3-dihydrofuro[2,3-d]pyrimidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: piperidine / N,N-dimethyl-formamide / 0.08 h / 20 °C

2: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine / dichloromethane / 15 h / 20 °C

With piperidine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm101624e