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

Base Information

Chemical Name:N-<1-(R)-<(1,1-dimethylethoxy)carbonyl>-3-(1,3-dihydro-1,3-dioxo-2H-benzisoindol-2-yl)propyl>-N'-(phenylmethyl)-L-leucinamide
CAS No.:154296-23-8
Molecular Formula:C₃₃H₃₉N₃O₅
Molecular Weight:557.69
Hs Code.:

N-<1-(R)-<(1,1-dimethylethoxy)carbonyl>-3-(1,3-dihydro-1,3-dioxo-2H-benz<f>isoindol-2-yl)propyl>-N'-(phenylmethyl)-L-leucinamide

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

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Chemical Property of N-<1-(R)-<(1,1-dimethylethoxy)carbonyl>-3-(1,3-dihydro-1,3-dioxo-2H-benzisoindol-2-yl)propyl>-N'-(phenylmethyl)-L-leucinamide

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Technology Process of N-<1-(R)-<(1,1-dimethylethoxy)carbonyl>-3-(1,3-dihydro-1,3-dioxo-2H-benzisoindol-2-yl)propyl>-N'-(phenylmethyl)-L-leucinamide

There total 12 articles about N-<1-(R)-<(1,1-dimethylethoxy)carbonyl>-3-(1,3-dihydro-1,3-dioxo-2H-benzisoindol-2-yl)propyl>-N'-(phenylmethyl)-L-leucinamide 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%

: 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

Reference yield:

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

: 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:: Multi-step reaction with 6 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

6: 50 percent / 1-hydroxybenzotriazole hydrate, dicyclohexylcarbodiimide / dimethylformamide / 24 h / Ambient temperature

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

Reference yield:

: 328-38-1,21675-61-6,25248-98-0,70-45-1
(R)-leucine

: 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:: Multi-step reaction with 7 steps

1: 1.) NaNO₂, H₂SO₄ 2.) aq. NaOH / 1.) water, from 0 deg C to 23 deg C, 5 h, 2.) methanol, 5 min

2: dimethylformamide / 18 h / 23 °C

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

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

5: 53 percent / triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 24 h / 0 - 23 °C

6: 94 percent / H₂ / 10percent Pd/C / ethyl acetate / 24 h / 2585.7 Torr

7: 50 percent / 1-hydroxybenzotriazole hydrate, dicyclohexylcarbodiimide / dimethylformamide / 24 h / Ambient temperature

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