L-Leucine, N-[(2S)-2-[[[(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)methyl]diphenylsilyl] methyl]-4-methyl-1-oxopentyl]-, 1,1-dimethylethyl ester

Base Information

Chemical Name:L-Leucine, N-[(2S)-2-[[[(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)methyl]diphenylsilyl] methyl]-4-methyl-1-oxopentyl]-, 1,1-dimethylethyl ester
CAS No.:561294-36-8
Molecular Formula:C38H48N2O5Si
Molecular Weight:640.895
Hs Code.:

L-Leucine,
N-[(2S)-2-[[[(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)methyl]diphenylsilyl]
methyl]-4-methyl-1-oxopentyl]-, 1,1-dimethylethyl ester

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Chemical Property of L-Leucine, N-[(2S)-2-[[[(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)methyl]diphenylsilyl] methyl]-4-methyl-1-oxopentyl]-, 1,1-dimethylethyl ester

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Technology Process of L-Leucine, N-[(2S)-2-[[[(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)methyl]diphenylsilyl] methyl]-4-methyl-1-oxopentyl]-, 1,1-dimethylethyl ester

There total 13 articles about L-Leucine, N-[(2S)-2-[[[(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)methyl]diphenylsilyl] methyl]-4-methyl-1-oxopentyl]-, 1,1-dimethylethyl 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: 89.0%

: 2748-02-9,13081-32-8
L-leucine tert-butyl ester hydrochloride

: 503066-39-5
(S)-2-[[[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]diphenylsilanyl]methyl]-4-methylpentanoic acid

: 561294-36-8
(S)-2-[(S)-2-[[[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]diphenylsilanyl]methyl]-4-methylpentanoylamino]-4-methylpentanoic acid tert-butyl ester

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 25h;
DOI:10.1021/jo049929i

Reference yield: 89.0%

: 21691-53-2
L-leucine tert-butyl ester

: 503066-39-5
(S)-2-[[[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]diphenylsilanyl]methyl]-4-methylpentanoic acid

: 561294-36-8
(S)-2-[(S)-2-[[[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]diphenylsilanyl]methyl]-4-methylpentanoylamino]-4-methylpentanoic acid tert-butyl ester

Guidance literature:: With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide;
DOI:10.1016/S0960-894X(02)00804-1

Reference yield:

: 503066-37-3
(S)-[2-(benzyloxymethyl)-4-methylpentyl](chloromethyl)diphenylsilane

: 561294-36-8
(S)-2-[(S)-2-[[[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]diphenylsilanyl]methyl]-4-methylpentanoylamino]-4-methylpentanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 73 percent / dimethylformamide / 90 - 100 °C

2: 74 percent / boron tribromide / CH₂Cl₂ / 2 h / -78 °C

3: N-methylmorpholine N-oxide / tetrapropylammonium perruthenate / CH₂Cl₂ / 2 h / 20 °C

4: 90 percent / NaClO₂; sodium dihydrogen phosphate; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 2 h / 20 °C

5: 89 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; HOBt; diisopropylethylamine / CH₂Cl₂ / 25 h / 0 - 20 °C

With sodium chlorite; sodium dihydrogen phosphate; 2-methyl-but-2-ene; boron tribromide; benzotriazol-1-ol; 4-methylmorpholine N-oxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; tetrapropylammonium perruthennate; In dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; 4: Pinnick oxidation;
DOI:10.1021/jo049929i