{[2-(1H-indol-3-yl)-2-oxo-ethylcarbamoyl]-methyl}-carbamic acid benzyl ester

Base Information

Chemical Name:{[2-(1H-indol-3-yl)-2-oxo-ethylcarbamoyl]-methyl}-carbamic acid benzyl ester
CAS No.:340983-16-6
Molecular Formula:C₂₀H₁₉N₃O₄
Molecular Weight:365.389
Hs Code.:

{[2-(1<i>H</i>-indol-3-yl)-2-oxo-ethylcarbamoyl]-methyl}-carbamic acid benzyl ester

Synonyms:{[2-(1H-indol-3-yl)-2-oxo-ethylcarbamoyl]-methyl}-carbamic acid benzyl ester

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Chemical Property of {[2-(1H-indol-3-yl)-2-oxo-ethylcarbamoyl]-methyl}-carbamic acid benzyl ester

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Technology Process of {[2-(1H-indol-3-yl)-2-oxo-ethylcarbamoyl]-methyl}-carbamic acid benzyl ester

There total 1 articles about {[2-(1H-indol-3-yl)-2-oxo-ethylcarbamoyl]-methyl}-carbamic acid benzyl 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: 66.0%

: 1138-80-3
N-(Benzyloxycarbonyl)glycine

: 2-amino-1-(1H-indol-3-yl)ethan-1-one acetate

: 340983-16-6
{[2-(1H-indol-3-yl)-2-oxo-ethylcarbamoyl]-methyl}-carbamic acid benzyl ester

Guidance literature:: With 4-methyl-morpholine; isobutyl chloroformate; In N,N-dimethyl-formamide; at -20 ℃; for 2h;
DOI:10.1021/ol0157196

Reference yield:

: 340983-16-6
{[2-(1H-indol-3-yl)-2-oxo-ethylcarbamoyl]-methyl}-carbamic acid benzyl ester

: 3-{2-[1-(2-benzyloxycarbonylamino-3-methyl-butyrylamino)-2-oxo-3,3-diphenyl-butyl]-oxazol-5-yl}-indole-1-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: PPh₃; Et₃N; Cl₃CCCl₃ / CH₂Cl₂ / 1 h

2: 171 mg / Et₃N; DMAP / CH₂Cl₂ / 0.5 h

3: H₂ / Pd/C / ethanol / 4 h / 20 °C

4: 253 mg / PyBOP; i-Pr₂NEt / dimethylformamide / 18 h / 20 °C

5: 42 percent / n-BuLi; DMAP / tetrahydrofuran; hexane / 18 h / 20 °C

6: 78 percent / LDA / tetrahydrofuran; hexane / 0.5 h / -78 °C

7: HCl / diethyl ether / 2 h

8: 119 mg / i-Pr₂NEt; IBCF / CH₂Cl₂ / -20 - 0 °C

With hydrogenchloride; dmap; n-butyllithium; hexachloroethane; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium diisopropyl amide; isobutyl chloroformate; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; 6: Chan rearrangement;
DOI:10.1021/ol0157196

Reference yield:

: 340983-16-6
{[2-(1H-indol-3-yl)-2-oxo-ethylcarbamoyl]-methyl}-carbamic acid benzyl ester

: 3-[2-(1-amino-2-oxo-3,3-diphenyl-butyl)-oxazol-5-yl]-indole-1-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: PPh₃; Et₃N; Cl₃CCCl₃ / CH₂Cl₂ / 1 h

2: 171 mg / Et₃N; DMAP / CH₂Cl₂ / 0.5 h

3: H₂ / Pd/C / ethanol / 4 h / 20 °C

4: 253 mg / PyBOP; i-Pr₂NEt / dimethylformamide / 18 h / 20 °C

5: 42 percent / n-BuLi; DMAP / tetrahydrofuran; hexane / 18 h / 20 °C

6: 78 percent / LDA / tetrahydrofuran; hexane / 0.5 h / -78 °C

7: HCl / diethyl ether / 2 h

With hydrogenchloride; dmap; n-butyllithium; hexachloroethane; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; 6: Chan rearrangement;
DOI:10.1021/ol0157196