(R,Z)-benzyl 2-(2-iodobut-2-enylamino)-3-(4-methoxy-1H-indol-3-yl)propanoate

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Chemical Name:(R,Z)-benzyl 2-(2-iodobut-2-enylamino)-3-(4-methoxy-1H-indol-3-yl)propanoate
CAS No.:951327-85-8
Molecular Formula:C₂₃H₂₅IN₂O₃
Molecular Weight:504.368
Hs Code.:

Synonyms:(R,Z)-benzyl 2-(2-iodobut-2-enylamino)-3-(4-methoxy-1H-indol-3-yl)propanoate

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Chemical Property of (R,Z)-benzyl 2-(2-iodobut-2-enylamino)-3-(4-methoxy-1H-indol-3-yl)propanoate

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Technology Process of (R,Z)-benzyl 2-(2-iodobut-2-enylamino)-3-(4-methoxy-1H-indol-3-yl)propanoate

There total 7 articles about (R,Z)-benzyl 2-(2-iodobut-2-enylamino)-3-(4-methoxy-1H-indol-3-yl)propanoate 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: 86.0%

: 951327-89-2
4-methoxy-D-tryptophan benzyl ester

: 147644-04-0
(Z)-1-bromo-2-iodo-2-butene

: 951327-85-8
(R,Z)-benzyl 2-(2-iodobut-2-enylamino)-3-(4-methoxy-1H-indol-3-yl)propanoate

Guidance literature:: With caesium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃; for 18h; Molecular sieve;
DOI:10.1021/jo801839t

Reference yield:

: 355839-96-2
(2S)-3,6-diethoxy-2-isopropyl-2,5-dihydropyrazole

: 951327-85-8
(R,Z)-benzyl 2-(2-iodobut-2-enylamino)-3-(4-methoxy-1H-indol-3-yl)propanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 82 percent / K₂CO₃; LiCl / Pd(OAc)2 / dimethylformamide / 72 h / 100 °C

2.1: 91 percent / aq. HCl / tetrahydrofuran

3.1: NaOH / ethanol

3.2: triphosgene / tetrahydrofuran / 45 °C

3.3: 84 percent / HCl / diethyl ether / 24 h

4.1: 85 percent / Cs₂CO₃ / dimethylformamide; tetrahydrofuran / 20 °C

With hydrogenchloride; sodium hydroxide; potassium carbonate; caesium carbonate; lithium chloride; palladium diacetate; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; 1.1: Larock heteroannulation;
DOI:10.1021/ol071220l

Reference yield:

: 194869-14-2
N-tert-butoxycarbonyl-2-iodo-3-methoxyaniline

: 951327-85-8
(R,Z)-benzyl 2-(2-iodobut-2-enylamino)-3-(4-methoxy-1H-indol-3-yl)propanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 82 percent / K₂CO₃; LiCl / Pd(OAc)2 / dimethylformamide / 72 h / 100 °C

2.1: 91 percent / aq. HCl / tetrahydrofuran

3.1: NaOH / ethanol

3.2: triphosgene / tetrahydrofuran / 45 °C

3.3: 84 percent / HCl / diethyl ether / 24 h

4.1: 85 percent / Cs₂CO₃ / dimethylformamide; tetrahydrofuran / 20 °C

With hydrogenchloride; sodium hydroxide; potassium carbonate; caesium carbonate; lithium chloride; palladium diacetate; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; 1.1: Larock heteroannulation;
DOI:10.1021/ol071220l