5'-O-(4,4'-dimethoxytrityl)-5-{6-(dipivaloyl-5-carboxyfluoresceinamido)caproamidoprop-2-ynyl}-2'-deoxyuridine

Base Information

• Chemical Name: 5'-O-(4,4'-dimethoxytrityl)-5-{6-(dipivaloyl-5-carboxyfluoresceinamido)caproamidoprop-2-ynyl}-2'-deoxyuridine
• CAS No.: 637330-25-7
• Molecular Formula: C₇₀H₇₀N₄O₁₆
• Molecular Weight: 1223.34
• Mol file: 637330-25-7.mol

Synonyms:5'-O-(4,4'-dimethoxytrityl)-5-{6-(dipivaloyl-5-carboxyfluoresceinamido)caproamidoprop-2-ynyl}-2'-deoxyuridine

Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-5-{6-(dipivaloyl-5-carboxyfluoresceinamido)caproamidoprop-2-ynyl}-2'-deoxyuridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-O-(4,4'-dimethoxytrityl)-5-{6-(dipivaloyl-5-carboxyfluoresceinamido)caproamidoprop-2-ynyl}-2'-deoxyuridine

There total 5 articles about 5'-O-(4,4'-dimethoxytrityl)-5-{6-(dipivaloyl-5-carboxyfluoresceinamido)caproamidoprop-2-ynyl}-2'-deoxyuridine 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: 55.0%

3',6'-bis(2,2-dimethyl-1-oxopropoxy)-3-oxo-spiro[isobenzofuran-1(3H),9'-[9H]xanthene]-6-carboxylic acid (192374-17-7) + 6-amino-N-(3-(5'-(4,4'-dimethoxytrityloxy)-2'-deoxyuridin-5-yl)prop-2-ynyl)hexanamide (637330-24-6) → 5'-O-(4,4'-dimethoxytrityl)-5-{6-(dipivaloyl-5-carboxyfluoresceinamido)caproamidoprop-2-ynyl}-2'-deoxyuridine (637330-25-7)

Guidance literature:

With pyridine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; at 20 ℃; for 2h;

DOI:10.1039/b301859h

Reference yield:

6-(trifluoroacetamido)hexanoic acid (407-91-0) → 5'-O-(4,4'-dimethoxytrityl)-5-{6-(dipivaloyl-5-carboxyfluoresceinamido)caproamidoprop-2-ynyl}-2'-deoxyuridine (637330-25-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 89 percent / EDC / dimethylformamide / 18 h / 20 °C

2: 89 percent / Et₃N; CuI / (Ph₃P)4Pd / dimethylformamide / 4 h / 20 °C

3: 79 percent / aq. NaOH / methanol / 48 h / 20 °C

4: 55 percent / HOBT; EDC; pyridine / 2 h / 20 °C

With pyridine; sodium hydroxide; copper(l) iodide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; N,N-dimethyl-formamide;

DOI:10.1039/b301859h

Reference yield:

6-aminohexanoic acid (60-32-2,93208-38-9) → 5'-O-(4,4'-dimethoxytrityl)-5-{6-(dipivaloyl-5-carboxyfluoresceinamido)caproamidoprop-2-ynyl}-2'-deoxyuridine (637330-25-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 95 percent / Et₃N / methanol / 18 h / 20 °C

2: 89 percent / EDC / dimethylformamide / 18 h / 20 °C

3: 89 percent / Et₃N; CuI / (Ph₃P)4Pd / dimethylformamide / 4 h / 20 °C

4: 79 percent / aq. NaOH / methanol / 48 h / 20 °C

5: 55 percent / HOBT; EDC; pyridine / 2 h / 20 °C

With pyridine; sodium hydroxide; copper(l) iodide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; N,N-dimethyl-formamide;

DOI:10.1039/b301859h

upstream raw materials:

3',6'-bis(2,2-dimethyl-1-oxopropoxy)-3-oxo-spiro[isobenzofuran-1(3H),9'-[9H]xanthene]-6-carboxylic acid

6-amino-N-(3-(5'-(4,4'-dimethoxytrityloxy)-2'-deoxyuridin-5-yl)prop-2-ynyl)hexanamide

6-(trifluoroacetamido)hexanoic acid

6-aminohexanoic acid