N-[(R)-1-[(1,1-dimethylethoxy)carbonyl]-3-(1,3-dihydro-1,3-dioxo-2H-benz[f]isoindol-2-yl)propyl]-L-leucine

Base Information

Chemical Name:N-[(R)-1-[(1,1-dimethylethoxy)carbonyl]-3-(1,3-dihydro-1,3-dioxo-2H-benz[f]isoindol-2-yl)propyl]-L-leucine
CAS No.:149967-29-3
Molecular Formula:C₂₆H₃₂N₂O₆
Molecular Weight:468.55
Hs Code.:

Synonyms:N-[(R)-1-[(1,1-dimethylethoxy)carbonyl]-3-(1,3-dihydro-1,3-dioxo-2H-benz[f]isoindol-2-yl)propyl]-L-leucine

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Chemical Property of N-[(R)-1-[(1,1-dimethylethoxy)carbonyl]-3-(1,3-dihydro-1,3-dioxo-2H-benz[f]isoindol-2-yl)propyl]-L-leucine

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Technology Process of N-[(R)-1-[(1,1-dimethylethoxy)carbonyl]-3-(1,3-dihydro-1,3-dioxo-2H-benz[f]isoindol-2-yl)propyl]-L-leucine

There total 1 articles about N-[(R)-1-[(1,1-dimethylethoxy)carbonyl]-3-(1,3-dihydro-1,3-dioxo-2H-benz[f]isoindol-2-yl)propyl]-L-leucine 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:

: 20312-37-2,498-36-2
(R)-2-hydroxy-4-methylpentanoic acid

: 149967-29-3
N-[(R)-1-[(1,1-dimethylethoxy)carbonyl]-3-(1,3-dihydro-1,3-dioxo-2H-benz[f]isoindol-2-yl)propyl]-L-leucine

Guidance literature:: Multi-step reaction with 5 steps

1: dimethylformamide / 18 h / 23 °C

2: 1.) trifluoromethanesulfonic anhydride, 1,8-bis(dimethylamino)naphthalene / 1.) CH₂Cl₂, 0 deg C, 30 min, 2.) CH₂Cl₂, dioxane, 21 deg C, 15 h

3: 66 percent / aq. HOAc / 4 h / 45 °C

4: 53 percent / triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 24 h / 0 - 23 °C

5: 94 percent / H₂ / 10percent Pd/C / ethyl acetate / 24 h / 2585.7 Torr

With hydrogen; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; acetic acid; trifluoromethanesulfonic acid anhydride; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm00031a018

Reference yield: 59.0%

: 62-53-3
aniline

: 149967-29-3
N-[(R)-1-[(1,1-dimethylethoxy)carbonyl]-3-(1,3-dihydro-1,3-dioxo-2H-benz[f]isoindol-2-yl)propyl]-L-leucine

: N-<1-(R)-<(1,1-dimethylethoxy)carbonyl>-3-(1,3-dihydro-1,3-dioxo-2H-benzisoindol-2-yl)propyl>-N'-phenyl-L-leucinamide

Guidance literature:: With 1-hydroxybenzotriazol-hydrate; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; for 24h; Ambient temperature;
DOI:10.1021/jm00031a018

Reference yield: 50.0%

: 149967-29-3
N-[(R)-1-[(1,1-dimethylethoxy)carbonyl]-3-(1,3-dihydro-1,3-dioxo-2H-benz[f]isoindol-2-yl)propyl]-L-leucine

: 100-46-9
benzylamine

: 154296-23-8
N-<1-(R)-<(1,1-dimethylethoxy)carbonyl>-3-(1,3-dihydro-1,3-dioxo-2H-benzisoindol-2-yl)propyl>-N'-(phenylmethyl)-L-leucinamide

Guidance literature:: With 1-hydroxybenzotriazol-hydrate; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; for 24h; Ambient temperature;
DOI:10.1021/jm00031a018