N-<(R)-1-<(1,1-dimethylethoxy)carbonyl>-3-(1,3-dihydro-1,3-dioxo-2H-benzisoindol-2-yl)propyl>-L-leucine, phenylethyl ester

Base Information

Chemical Name:N-<(R)-1-<(1,1-dimethylethoxy)carbonyl>-3-(1,3-dihydro-1,3-dioxo-2H-benzisoindol-2-yl)propyl>-L-leucine, phenylethyl ester
CAS No.:149967-28-2
Molecular Formula:C₃₃H₃₈N₂O₆
Molecular Weight:558.675
Hs Code.:

N-<(R)-1-<(1,1-dimethylethoxy)carbonyl>-3-(1,3-dihydro-1,3-dioxo-2H-benz<f>isoindol-2-yl)propyl>-L-leucine, phenylethyl ester

Synonyms:N-<(R)-1-<(1,1-dimethylethoxy)carbonyl>-3-(1,3-dihydro-1,3-dioxo-2H-benzisoindol-2-yl)propyl>-L-leucine, phenylethyl ester

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Chemical Property of N-<(R)-1-<(1,1-dimethylethoxy)carbonyl>-3-(1,3-dihydro-1,3-dioxo-2H-benzisoindol-2-yl)propyl>-L-leucine, phenylethyl ester

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Technology Process of N-<(R)-1-<(1,1-dimethylethoxy)carbonyl>-3-(1,3-dihydro-1,3-dioxo-2H-benzisoindol-2-yl)propyl>-L-leucine, phenylethyl ester

There total 11 articles about N-<(R)-1-<(1,1-dimethylethoxy)carbonyl>-3-(1,3-dihydro-1,3-dioxo-2H-benzisoindol-2-yl)propyl>-L-leucine, phenylethyl 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: 53.0%

: 4379-54-8
2,3-Naphthalimide

: 149967-27-1
N-<(R)-1-<(1,1-dimethylethoxy)carbonyl>-3-hydroxypropyl>-L-leucine, phenylmethyl ester

: 149967-28-2
N-<(R)-1-<(1,1-dimethylethoxy)carbonyl>-3-(1,3-dihydro-1,3-dioxo-2H-benzisoindol-2-yl)propyl>-L-leucine, phenylethyl ester

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 0 - 23 ℃; for 24h;
DOI:10.1021/jm00031a018

Reference yield:

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

: 149967-28-2
N-<(R)-1-<(1,1-dimethylethoxy)carbonyl>-3-(1,3-dihydro-1,3-dioxo-2H-benzisoindol-2-yl)propyl>-L-leucine, phenylethyl ester

Guidance literature:: Multi-step reaction with 4 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

With N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; acetic acid; trifluoromethanesulfonic acid anhydride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jm00031a018

Reference yield:

: 149967-08-8
N-<(phenylmethoxy)carbonyl>-D-homoserine, 1,1-dimethylethyl ester

: 149967-28-2
N-<(R)-1-<(1,1-dimethylethoxy)carbonyl>-3-(1,3-dihydro-1,3-dioxo-2H-benzisoindol-2-yl)propyl>-L-leucine, phenylethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 59 percent / imidazole / dimethylformamide / 18 h / 21 °C

2: 97 percent / H₂ / 10percent Pd/C / ethanol / 3 h / 21 °C / 2585.7 Torr

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

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