5-{4-[(2-((5-bromo-2-pyridinyl)aminothiocarbonylamino)-ethyl)-4-methoxyphenoxy]but-1-ynyl}-5'-O-benzoyl-2',3'-didehydro-2',3'-dideoxyuridine

Base Information

Chemical Name:5-{4-[(2-((5-bromo-2-pyridinyl)aminothiocarbonylamino)-ethyl)-4-methoxyphenoxy]but-1-ynyl}-5'-O-benzoyl-2',3'-didehydro-2',3'-dideoxyuridine
CAS No.:939985-86-1
Molecular Formula:C₃₅H₃₂BrN₅O₇S
Molecular Weight:746.638
Hs Code.:

Synonyms:5-{4-[(2-((5-bromo-2-pyridinyl)aminothiocarbonylamino)-ethyl)-4-methoxyphenoxy]but-1-ynyl}-5'-O-benzoyl-2',3'-didehydro-2',3'-dideoxyuridine

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Chemical Property of 5-{4-[(2-((5-bromo-2-pyridinyl)aminothiocarbonylamino)-ethyl)-4-methoxyphenoxy]but-1-ynyl}-5'-O-benzoyl-2',3'-didehydro-2',3'-dideoxyuridine

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Technology Process of 5-{4-[(2-((5-bromo-2-pyridinyl)aminothiocarbonylamino)-ethyl)-4-methoxyphenoxy]but-1-ynyl}-5'-O-benzoyl-2',3'-didehydro-2',3'-dideoxyuridine

There total 11 articles about 5-{4-[(2-((5-bromo-2-pyridinyl)aminothiocarbonylamino)-ethyl)-4-methoxyphenoxy]but-1-ynyl}-5'-O-benzoyl-2',3'-didehydro-2',3'-dideoxyuridine 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:

: 856676-68-1
5'-benzoyl-5-iodo-d4T

: 939985-86-1
5-{4-[(2-((5-bromo-2-pyridinyl)aminothiocarbonylamino)-ethyl)-4-methoxyphenoxy]but-1-ynyl}-5'-O-benzoyl-2',3'-didehydro-2',3'-dideoxyuridine

Guidance literature:: Multi-step reaction with 3 steps

1: 69 percent / CuI; Et₃N / (PPh₃)4Pd / dimethylformamide; tetrahydrofuran / 4 h / 20 °C

2: trifluoroacetic acid / CH₂Cl₂ / 0 °C

3: tetrahydrofuran / 20 °C

With copper(l) iodide; triethylamine; trifluoroacetic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1: Sonogashira coupling;
DOI:10.1016/j.bmcl.2007.01.107

Reference yield:

: 672-13-9
2-hydroxy-5-methoxybenzaldehyde

: 939985-86-1
5-{4-[(2-((5-bromo-2-pyridinyl)aminothiocarbonylamino)-ethyl)-4-methoxyphenoxy]but-1-ynyl}-5'-O-benzoyl-2',3'-didehydro-2',3'-dideoxyuridine

Guidance literature:: Multi-step reaction with 9 steps

1: 95 percent / K₂CO₃ / ethanol / 16 h / Heating

2: 75 percent / NH₄OAc / 14 h / 70 °C

3: LiAlH₄ / tetrahydrofuran / 4 h / Heating

4: triethylamine / acetonitrile / 20 °C

5: 66 percent / H₂ / Pd/C / ethanol / 5 h / 20 °C

6: 70 percent / K₂CO₃ / acetonitrile / 120 h / Heating

7: 69 percent / CuI; Et₃N / (PPh₃)4Pd / dimethylformamide; tetrahydrofuran / 4 h / 20 °C

8: trifluoroacetic acid / CH₂Cl₂ / 0 °C

9: tetrahydrofuran / 20 °C

With copper(l) iodide; lithium aluminium tetrahydride; ammonium acetate; hydrogen; potassium carbonate; triethylamine; trifluoroacetic acid; palladium on activated charcoal; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 7: Sonogashira coupling;
DOI:10.1016/j.bmcl.2007.01.107

Reference yield:

: 939985-84-9
N-(tert-butoxycarbonyl)-2-[2-(3-butynyl-1-oxy)-5-methoxyphenyl]ethylamine

: 939985-86-1
5-{4-[(2-((5-bromo-2-pyridinyl)aminothiocarbonylamino)-ethyl)-4-methoxyphenoxy]but-1-ynyl}-5'-O-benzoyl-2',3'-didehydro-2',3'-dideoxyuridine

Guidance literature:: Multi-step reaction with 3 steps

1: 69 percent / CuI; Et₃N / (PPh₃)4Pd / dimethylformamide; tetrahydrofuran / 4 h / 20 °C

2: trifluoroacetic acid / CH₂Cl₂ / 0 °C

3: tetrahydrofuran / 20 °C

With copper(l) iodide; triethylamine; trifluoroacetic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1: Sonogashira coupling;
DOI:10.1016/j.bmcl.2007.01.107