2-Benzyloxycarbonylamino-3-phenyl-propionic acid 6-nitro-benzotriazol-1-yl ester

Base Information

• Chemical Name: 2-Benzyloxycarbonylamino-3-phenyl-propionic acid 6-nitro-benzotriazol-1-yl ester
• CAS No.: 121335-13-5
• Molecular Formula: C₂₃H₁₉N₅O₆
• Molecular Weight: 461.434

Synonyms:2-Benzyloxycarbonylamino-3-phenyl-propionic acid 6-nitro-benzotriazol-1-yl ester

Chemical Property of 2-Benzyloxycarbonylamino-3-phenyl-propionic acid 6-nitro-benzotriazol-1-yl ester

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Technology Process of 2-Benzyloxycarbonylamino-3-phenyl-propionic acid 6-nitro-benzotriazol-1-yl ester

There total 3 articles about 2-Benzyloxycarbonylamino-3-phenyl-propionic acid 6-nitro-benzotriazol-1-yl 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: 82.0%

1-(2-Nitrobenzenesulfonyloxy)-6-nitrobenzotriazole (85310-49-2) + Z-DL-Phe-OH (3588-57-6) → 2-Benzyloxycarbonylamino-3-phenyl-propionic acid 6-nitro-benzotriazol-1-yl ester (121335-13-5)

Guidance literature:

With triethylamine; In dichloromethane; for 2h; Ambient temperature;

Reference yield:

1-hydroxy-6-nitro-1,2,3-benzotriazole (26185-63-7) → (S)-2-Benzyloxycarbonylamino-3-phenyl-propionic acid 6-nitro-benzotriazol-1-yl ester (121335-13-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / NaOH / benzyltriethylammonium chloride / CH₂Cl₂; H₂O / 2 h / Ambient temperature

2: triethylamine / acetonitrile / 0.5 h / Ambient temperature

With sodium hydroxide; triethylamine; N-benzyl-N,N,N-triethylammonium chloride; In dichloromethane; water; acetonitrile;

DOI:10.1055/s-1983-30215

Reference yield:

N-Cbz-L-Phe (1161-13-3) + 1-(2-Nitrobenzenesulfonyloxy)-6-nitrobenzotriazole (85310-49-2) → (S)-2-Benzyloxycarbonylamino-3-phenyl-propionic acid 6-nitro-benzotriazol-1-yl ester (121335-13-5)

Guidance literature:

With triethylamine; In acetonitrile; for 0.5h; Ambient temperature;

DOI:10.1055/s-1983-30215

upstream raw materials:

N-Cbz-L-Phe

1-(2-Nitrobenzenesulfonyloxy)-6-nitrobenzotriazole

1-hydroxy-6-nitro-1,2,3-benzotriazole

Z-DL-Phe-OH

Downstream raw materials:

ethyl [(2S)-2-(benzyloxycarbonylamino)-3-phenylpropanoylamino]acetate

(1-Hydroxymethyl-2-phenyl-ethyl)-carbamic acid benzyl ester

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