benzyl N⁵-acetyl-N⁵-(benzyloxy)-N²-(benzyloxycarbonyl)-L-ornithinate

Base Information

Chemical Name:benzyl N⁵-acetyl-N⁵-(benzyloxy)-N²-(benzyloxycarbonyl)-L-ornithinate
CAS No.:130761-72-7
Molecular Formula:C₂₉H₃₂N₂O₆
Molecular Weight:504.583
Hs Code.:

benzyl N<sup>5</sup>-acetyl-N<sup>5</sup>-(benzyloxy)-N<sup>2</sup>-(benzyloxycarbonyl)-L-ornithinate

Synonyms:

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Chemical Property of benzyl N⁵-acetyl-N⁵-(benzyloxy)-N²-(benzyloxycarbonyl)-L-ornithinate

Chemical Property:

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Technology Process of benzyl N⁵-acetyl-N⁵-(benzyloxy)-N²-(benzyloxycarbonyl)-L-ornithinate

There total 6 articles about benzyl N⁵-acetyl-N⁵-(benzyloxy)-N²-(benzyloxycarbonyl)-L-ornithinate 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:

: 1155-62-0
N-benzyloxycarbonyl-L-glutamic acid

: 130761-72-7
benzyl N⁵-acetyl-N⁵-(benzyloxy)-N²-(benzyloxycarbonyl)-L-ornithinate

Guidance literature:: Multi-step reaction with 10 steps

1: DCC / tetrahydrofuran / 0 °C

2: dicyclohexylamine (DCHA) / tetrahydrofuran / 0 °C

3: 70percent perchloric acid / Ambient temperature

4: 100 percent / 1 M KOH / methanol

5: triethylamine / tetrahydrofuran / 1 h / 0 °C

6: sodium borohydride / tetrahydrofuran; H₂O / 4 h / Ambient temperature

7: 71 percent / triphenylphosphine, diisopropyl azodicarboxylate / tetrahydrofuran / Ambient temperature

8: 81 percent / Zn, AcOH / 3 h / Irradiation

9: 100 percent / trifluoroacetic acid / 0.5 h / Ambient temperature

10: tetrahydrofuran / 22 h / Ambient temperature

With potassium hydroxide; sodium tetrahydroborate; perchloric acid; di-isopropyl azodicarboxylate; acetic acid; triethylamine; N-cyclohexyl-cyclohexanamine; dicyclohexyl-carbodiimide; triphenylphosphine; trifluoroacetic acid; zinc; In tetrahydrofuran; methanol; water;
DOI:10.1021/jm00107a013

Reference yield:

: 32159-21-0
Cbz-L-pGlu-OH

: 130761-72-7
benzyl N⁵-acetyl-N⁵-(benzyloxy)-N²-(benzyloxycarbonyl)-L-ornithinate

Guidance literature:: Multi-step reaction with 8 steps

1: 70percent perchloric acid / Ambient temperature

2: 100 percent / 1 M KOH / methanol

3: triethylamine / tetrahydrofuran / 1 h / 0 °C

4: sodium borohydride / tetrahydrofuran; H₂O / 4 h / Ambient temperature

5: 71 percent / triphenylphosphine, diisopropyl azodicarboxylate / tetrahydrofuran / Ambient temperature

6: 81 percent / Zn, AcOH / 3 h / Irradiation

7: 100 percent / trifluoroacetic acid / 0.5 h / Ambient temperature

8: tetrahydrofuran / 22 h / Ambient temperature

With potassium hydroxide; sodium tetrahydroborate; perchloric acid; di-isopropyl azodicarboxylate; acetic acid; triethylamine; triphenylphosphine; trifluoroacetic acid; zinc; In tetrahydrofuran; methanol; water;
DOI:10.1021/jm00107a013

Reference yield:

: 92412-96-9
N⁵-acetyl-N⁵-(benzyloxy)-N²-(benzyloxycarbonyl)-L-ornithine 1-tert-butyl ester

: 130761-72-7
benzyl N⁵-acetyl-N⁵-(benzyloxy)-N²-(benzyloxycarbonyl)-L-ornithinate

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / trifluoroacetic acid / 0.5 h / Ambient temperature

2: tetrahydrofuran / 22 h / Ambient temperature

With trifluoroacetic acid; In tetrahydrofuran;
DOI:10.1021/jm00107a013