N-(3-(2-(N-(6-phenoxybenzothiazol-2-yl)-N-(4-(3-(1,3-dihydro-1,3-dioxoisoindol-2-yl)propoxy)benzyl)carbamoyl)phenoxy)propyl)carbamic acid tert-butyl ester

Base Information

• Chemical Name: N-(3-(2-(N-(6-phenoxybenzothiazol-2-yl)-N-(4-(3-(1,3-dihydro-1,3-dioxoisoindol-2-yl)propoxy)benzyl)carbamoyl)phenoxy)propyl)carbamic acid tert-butyl ester
• CAS No.: 754992-76-2
• Molecular Formula: C₄₆H₄₄N₄O₈S
• Molecular Weight: 812.943

Synonyms:N-(3-(2-(N-(6-phenoxybenzothiazol-2-yl)-N-(4-(3-(1,3-dihydro-1,3-dioxoisoindol-2-yl)propoxy)benzyl)carbamoyl)phenoxy)propyl)carbamic acid tert-butyl ester

Chemical Property of N-(3-(2-(N-(6-phenoxybenzothiazol-2-yl)-N-(4-(3-(1,3-dihydro-1,3-dioxoisoindol-2-yl)propoxy)benzyl)carbamoyl)phenoxy)propyl)carbamic acid tert-butyl ester

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Technology Process of N-(3-(2-(N-(6-phenoxybenzothiazol-2-yl)-N-(4-(3-(1,3-dihydro-1,3-dioxoisoindol-2-yl)propoxy)benzyl)carbamoyl)phenoxy)propyl)carbamic acid tert-butyl ester

There total 8 articles about N-(3-(2-(N-(6-phenoxybenzothiazol-2-yl)-N-(4-(3-(1,3-dihydro-1,3-dioxoisoindol-2-yl)propoxy)benzyl)carbamoyl)phenoxy)propyl)carbamic acid tert-butyl ester 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: 45.0%

2-(3-(tert-butoxycarbonylamino)propoxy)benzoyl fluoride (496064-27-8) + 2-(3-(4-((6-phenoxybenzothiazol-2-ylamino)methyl)phenoxy)propyl)isoindole-1,3-dione (754992-74-0) → N-(3-(2-(N-(6-phenoxybenzothiazol-2-yl)-N-(4-(3-(1,3-dihydro-1,3-dioxoisoindol-2-yl)propoxy)benzyl)carbamoyl)phenoxy)propyl)carbamic acid tert-butyl ester (754992-76-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; at 60 ℃;

DOI:10.1016/j.bmc.2004.05.040

Reference yield:

2-[3-[4-Formylphenoxy]propyl]-1H-isoindole-1,3-dione (73279-02-4) → N-(3-(2-(N-(6-phenoxybenzothiazol-2-yl)-N-(4-(3-(1,3-dihydro-1,3-dioxoisoindol-2-yl)propoxy)benzyl)carbamoyl)phenoxy)propyl)carbamic acid tert-butyl ester (754992-76-2)

Guidance literature:

Multi-step reaction with 3 steps

1: molecular sieves 4 Angstroem / toluene / Heating

2: 0.77 g / NaBH₄ / toluene; ethanol / Heating

3: 45 percent / diisopropylethylamine / tetrahydrofuran; CH₂Cl₂ / 60 °C

With sodium tetrahydroborate; 4 A molecular sieve; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; dichloromethane; toluene;

DOI:10.1016/j.bmc.2004.05.040

Reference yield:

2-(3-bromopropyl)isoindole-1,3-dione (5460-29-7) → N-(3-(2-(N-(6-phenoxybenzothiazol-2-yl)-N-(4-(3-(1,3-dihydro-1,3-dioxoisoindol-2-yl)propoxy)benzyl)carbamoyl)phenoxy)propyl)carbamic acid tert-butyl ester (754992-76-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 68 percent / K₂CO₃ / acetonitrile / 15 h / 20 °C

2: molecular sieves 4 Angstroem / toluene / Heating

3: 0.77 g / NaBH₄ / toluene; ethanol / Heating

4: 45 percent / diisopropylethylamine / tetrahydrofuran; CH₂Cl₂ / 60 °C

With sodium tetrahydroborate; 4 A molecular sieve; potassium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; dichloromethane; toluene; acetonitrile;

DOI:10.1016/j.bmc.2004.05.040

upstream raw materials:

2-(3-(tert-butoxycarbonylamino)propoxy)benzoyl fluoride

2-(3-(4-((6-phenoxybenzothiazol-2-ylamino)methyl)phenoxy)propyl)isoindole-1,3-dione

2-[3-[4-Formylphenoxy]propyl]-1H-isoindole-1,3-dione

2-(3-bromopropyl)isoindole-1,3-dione

Downstream raw materials:

((3-(4-(((2-(3-(((tert-butoxy)carbonyl)amino)propoxy)benzoyl)(6-phenoxy-2-benzothiazolyl)amino)methyl)phenoxy)propyl)carbonimidoyl)-bis-carbamic acid bis(tert-butyl) ester

(3-{2-[[4-(3-amino-propoxy)-benzyl]-(6-phenoxy-benzothiazol-2-yl)-carbamoyl]-phenoxy}-propyl)-carbamic acid tert-butyl ester

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