(S,E)-methyl 3-(3-(2-((tert-butoxycarbonyl)amino)-3-(1H-indol-3-yl)propoxy)phenyl)acrylate

Base Information

Chemical Name:(S,E)-methyl 3-(3-(2-((tert-butoxycarbonyl)amino)-3-(1H-indol-3-yl)propoxy)phenyl)acrylate
CAS No.:1526901-55-2
Molecular Formula:C₂₆H₃₀N₂O₅
Molecular Weight:450.535
Hs Code.:

Synonyms:(S,E)-methyl 3-(3-(2-((tert-butoxycarbonyl)amino)-3-(1H-indol-3-yl)propoxy)phenyl)acrylate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S,E)-methyl 3-(3-(2-((tert-butoxycarbonyl)amino)-3-(1H-indol-3-yl)propoxy)phenyl)acrylate

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Technology Process of (S,E)-methyl 3-(3-(2-((tert-butoxycarbonyl)amino)-3-(1H-indol-3-yl)propoxy)phenyl)acrylate

There total 5 articles about (S,E)-methyl 3-(3-(2-((tert-butoxycarbonyl)amino)-3-(1H-indol-3-yl)propoxy)phenyl)acrylate 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: 50.0%

: 66417-46-7
trans-3-(3-hydroxyphenyl)acrylic acid methyl ester

: 110659-38-6,143259-51-2,82689-19-8
N-t-butoxycarbonyl-tryptophanol

: 1526901-55-2
(S,E)-methyl 3-(3-(2-((tert-butoxycarbonyl)amino)-3-(1H-indol-3-yl)propoxy)phenyl)acrylate

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 0 ℃; for 4h;
DOI:10.1021/jm401877m

Reference yield:

: 73-22-3,27732-43-0,80206-30-0,27813-82-7
L-Tryptophan

: 1526901-55-2
(S,E)-methyl 3-(3-(2-((tert-butoxycarbonyl)amino)-3-(1H-indol-3-yl)propoxy)phenyl)acrylate

Guidance literature:: Multi-step reaction with 4 steps

1: acetyl chloride

2: triethylamine / dichloromethane

3: lithium aluminium tetrahydride / tetrahydrofuran

4: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 4 h / 0 °C

With lithium aluminium tetrahydride; triethylamine; acetyl chloride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; 4: |Mitsunobu Displacement;
DOI:10.1021/jm401877m

Reference yield:

: 7524-52-9,26988-71-6,5619-09-0,14907-27-8,41222-70-2,67557-19-1,109492-62-8
(S)-tryptophan methyl ester hydrochloride

: 1526901-55-2
(S,E)-methyl 3-(3-(2-((tert-butoxycarbonyl)amino)-3-(1H-indol-3-yl)propoxy)phenyl)acrylate

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine / dichloromethane

2: lithium aluminium tetrahydride / tetrahydrofuran

3: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 4 h / 0 °C

With lithium aluminium tetrahydride; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; 3: |Mitsunobu Displacement;
DOI:10.1021/jm401877m