meso-Dimethyl N,N'-bis(benzyloxycarbonyl)-3-aminoaspartate

Base Information

Chemical Name:meso-Dimethyl N,N'-bis(benzyloxycarbonyl)-3-aminoaspartate
CAS No.:23220-57-7
Molecular Formula:C₂₂H₂₄N₂O₈
Molecular Weight:444.441
Hs Code.:

Synonyms:

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Chemical Property of meso-Dimethyl N,N'-bis(benzyloxycarbonyl)-3-aminoaspartate

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Technology Process of meso-Dimethyl N,N'-bis(benzyloxycarbonyl)-3-aminoaspartate

There total 11 articles about meso-Dimethyl N,N'-bis(benzyloxycarbonyl)-3-aminoaspartate 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: 93.0%

: 501-53-1,94274-21-2
benzyl chloroformate

: 2,3-Diamino-succinic acid dimethyl ester

: 22798-18-1,23220-57-7,38484-72-9,38484-75-2
DL-N,N'-Bis-(carbobenzoxy)-α,α'-diamino-bernsteinsaeure-dimethylester

Guidance literature:: With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 5h;

Reference yield:

: 120230-62-8
dimethyl (S)-N-(9-phenyl-9H-fluoren-9-yl)aspartate

: 23220-57-7
meso-Dimethyl N,N'-bis(benzyloxycarbonyl)-3-aminoaspartate

Guidance literature:: Multi-step reaction with 6 steps

1: 80 percent / KHMDS, HMPA / tetrahydrofuran; hexane; CH₂Cl₂ / 1.) -55 deg C, 1 h, 2.) -78 deg C, 4.5 min

2: H₂ / 10percent Pd/C / methanol / 4.5 h / 2689.2 Torr

3: DMAP, pyridine / CH₂Cl₂ / 0.5 h / Ambient temperature

4: CF₃COOH / CH₂Cl₂ / 0.75 h

5: H₂ / W-2 Raney Ni / CH₂Cl₂ / 1 h / 2689.2 Torr

6: Et₃N, DMAP / CH₂Cl₂ / 120 h / Ambient temperature

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; hydrogen; potassium hexamethylsilazane; triethylamine; trifluoroacetic acid; palladium on activated charcoal; W-2 Raney Ni; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1021/jo00104a019

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 23220-57-7
meso-Dimethyl N,N'-bis(benzyloxycarbonyl)-3-aminoaspartate

Guidance literature:: Multi-step reaction with 4 steps

1: DMAP, pyridine / CH₂Cl₂ / 0.5 h / Ambient temperature

2: CF₃COOH / CH₂Cl₂ / 0.75 h

3: H₂ / W-2 Raney Ni / CH₂Cl₂ / 1 h / 2689.2 Torr

4: Et₃N, DMAP / CH₂Cl₂ / 120 h / Ambient temperature

With pyridine; dmap; hydrogen; triethylamine; trifluoroacetic acid; W-2 Raney Ni; In dichloromethane;
DOI:10.1021/jo00104a019