[(4-Azido-2,3,5,6-tetrafluoro-benzyl)-(2-{2-[5-((3aR,6S,6aS)-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-ethoxy}-ethyl)-amino]-acetic acid

Base Information

Chemical Name:[(4-Azido-2,3,5,6-tetrafluoro-benzyl)-(2-{2-[5-((3aR,6S,6aS)-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-ethoxy}-ethyl)-amino]-acetic acid
CAS No.:887150-36-9
Molecular Formula:C₂₃H₂₉F₄N₇O₅S
Molecular Weight:591.587
Hs Code.:

[(4-Azido-2,3,5,6-tetrafluoro-benzyl)-(2-{2-[5-((3aR,6S,6aS)-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-ethoxy}-ethyl)-amino]-acetic acid

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Chemical Property of [(4-Azido-2,3,5,6-tetrafluoro-benzyl)-(2-{2-[5-((3aR,6S,6aS)-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-ethoxy}-ethyl)-amino]-acetic acid

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Technology Process of [(4-Azido-2,3,5,6-tetrafluoro-benzyl)-(2-{2-[5-((3aR,6S,6aS)-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-ethoxy}-ethyl)-amino]-acetic acid

There total 6 articles about [(4-Azido-2,3,5,6-tetrafluoro-benzyl)-(2-{2-[5-((3aR,6S,6aS)-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-ethoxy}-ethyl)-amino]-acetic acid 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:

: 887150-24-5
2-[2-(pentafluorophenylmethyl-amino)-ethoxy]-ethylamine

: 887150-36-9
[(4-Azido-2,3,5,6-tetrafluoro-benzyl)-(2-{2-[5-((3aR,6S,6aS)-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-ethoxy}-ethyl)-amino]-acetic acid

Guidance literature:: Multi-step reaction with 4 steps

1: EDC / acetonitrile; methanol / 5 h / 20 °C

2: 83 percent / DIEA / dimethylformamide / 12 h / 5 - 20 °C

3: 87 percent / NaN₃ / Bu₄NN₃ / dimethylformamide / 12 h / 80 °C

4: 92 percent / NaOH / methanol / 3 h / 20 °C

With sodium hydroxide; sodium azide; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; tetrabutylammoniun azide; In methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.tetlet.2006.02.119

Reference yield:

: [2-(2-{[1-Pentafluorophenyl-meth-(E)-ylidene]-amino}-ethoxy)-ethyl]-carbamic acid tert-butyl ester

: 887150-36-9
[(4-Azido-2,3,5,6-tetrafluoro-benzyl)-(2-{2-[5-((3aR,6S,6aS)-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-ethoxy}-ethyl)-amino]-acetic acid

Guidance literature:: Multi-step reaction with 6 steps

1: NaBH₄ / methanol / 2 h / 0 °C

2: TFA / CH₂Cl₂ / 1 h / 20 °C

3: EDC / acetonitrile; methanol / 5 h / 20 °C

4: 83 percent / DIEA / dimethylformamide / 12 h / 5 - 20 °C

5: 87 percent / NaN₃ / Bu₄NN₃ / dimethylformamide / 12 h / 80 °C

6: 92 percent / NaOH / methanol / 3 h / 20 °C

With sodium hydroxide; sodium tetrahydroborate; sodium azide; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; tetrabutylammoniun azide; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.tetlet.2006.02.119

Reference yield:

: 887150-21-2
{2-[2-(pentafluorophenylmethyl-amino)-ethoxy]-ethyl}-carbamic acid tert-butyl ester

: 887150-36-9
[(4-Azido-2,3,5,6-tetrafluoro-benzyl)-(2-{2-[5-((3aR,6S,6aS)-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-ethoxy}-ethyl)-amino]-acetic acid

Guidance literature:: Multi-step reaction with 5 steps

1: TFA / CH₂Cl₂ / 1 h / 20 °C

2: EDC / acetonitrile; methanol / 5 h / 20 °C

3: 83 percent / DIEA / dimethylformamide / 12 h / 5 - 20 °C

4: 87 percent / NaN₃ / Bu₄NN₃ / dimethylformamide / 12 h / 80 °C

5: 92 percent / NaOH / methanol / 3 h / 20 °C

With sodium hydroxide; sodium azide; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; tetrabutylammoniun azide; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.tetlet.2006.02.119