1-[2-(3-fluorophenoxycarbonylamino)-3-(4-octylphenoxy)propyl]indole-5-carboxylic acid

Base Information

Chemical Name:1-[2-(3-fluorophenoxycarbonylamino)-3-(4-octylphenoxy)propyl]indole-5-carboxylic acid
CAS No.:1295642-70-4
Molecular Formula:C₃₃H₃₇FN₂O₅
Molecular Weight:560.666
Hs Code.:

Synonyms:1-[2-(3-fluorophenoxycarbonylamino)-3-(4-octylphenoxy)propyl]indole-5-carboxylic acid

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Chemical Property of 1-[2-(3-fluorophenoxycarbonylamino)-3-(4-octylphenoxy)propyl]indole-5-carboxylic acid

Chemical Property:

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Technology Process of 1-[2-(3-fluorophenoxycarbonylamino)-3-(4-octylphenoxy)propyl]indole-5-carboxylic acid

There total 5 articles about 1-[2-(3-fluorophenoxycarbonylamino)-3-(4-octylphenoxy)propyl]indole-5-carboxylic 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:

: 1312335-13-9
C₃₇H₄₅FN₂O₅

: 1295642-70-4
1-[2-(3-fluorophenoxycarbonylamino)-3-(4-octylphenoxy)propyl]indole-5-carboxylic acid

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃;
DOI:10.1016/j.bmcl.2011.01.085

Reference yield:

: 741606-17-7
1-[2-hydroxy-3-(4-octylphenoxy)propyl]indole-5-carboxylic acid tert-butyl ester

: 1295642-70-4
1-[2-(3-fluorophenoxycarbonylamino)-3-(4-octylphenoxy)propyl]indole-5-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1: pyridine / 0 - 20 °C

2: trimethylsilylazide; tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / Reflux

3: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; methanol / 2 h / 20 °C

4: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1 h / 20 °C

5: trifluoroacetic acid / dichloromethane / 20 °C

With pyridine; trimethylsilylazide; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.bmcl.2011.01.085

Reference yield:

: 1295642-58-8
tert-butyl 1-[2-(methanesulfonyloxy)-3-(4-octylphenoxy)propyl]indole-5-carboxylate

: 1295642-70-4
1-[2-(3-fluorophenoxycarbonylamino)-3-(4-octylphenoxy)propyl]indole-5-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: trimethylsilylazide; tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / Reflux

2: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; methanol / 2 h / 20 °C

3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1 h / 20 °C

4: trifluoroacetic acid / dichloromethane / 20 °C

With trimethylsilylazide; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.bmcl.2011.01.085