α-N-t-butoxycarbonyl-N^G-benzyloxy-N^6'-t-butoxycarbonyl-L-arginine-t-butyl ester

Base Information

• Chemical Name: α-N-t-butoxycarbonyl-N^G-benzyloxy-N^6'-t-butoxycarbonyl-L-arginine-t-butyl ester
• CAS No.: 133565-52-3
• Molecular Formula: C₂₇H₄₄N₄O₇
• Molecular Weight: 536.669

Synonyms:α-N-t-butoxycarbonyl-N^G-benzyloxy-N^6'-t-butoxycarbonyl-L-arginine-t-butyl ester

Chemical Property of α-N-t-butoxycarbonyl-N^G-benzyloxy-N^6'-t-butoxycarbonyl-L-arginine-t-butyl ester

Chemical Property:

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Technology Process of α-N-t-butoxycarbonyl-N^G-benzyloxy-N^6'-t-butoxycarbonyl-L-arginine-t-butyl ester

There total 5 articles about α-N-t-butoxycarbonyl-N^G-benzyloxy-N^6'-t-butoxycarbonyl-L-arginine-t-butyl 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: 90.0%

N-benzyloxyamine (622-33-3) + α-N-(tert-butoxycarbonyl)-δ-<(N1-(tert-butoxycarbonyl)-S-methyl)-1-isothioureido>-L-norvaline tert-butyl ester (133565-51-2) → α-N-t-butoxycarbonyl-NG-benzyloxy-N6'-t-butoxycarbonyl-L-arginine-t-butyl ester (133565-52-3)

Guidance literature:

With silver nitrate; triethylamine; In acetonitrile; at 0 ℃; for 2h;

DOI:10.1016/S0040-4039(00)92109-9

Reference yield:

α-N-tert-butoxycarbonyl-δ-N-isothiocyanato-L-ornithine tert-butyl ester (225530-13-2) → α-N-t-butoxycarbonyl-NG-benzyloxy-N6'-t-butoxycarbonyl-L-arginine-t-butyl ester (133565-52-3)

Guidance literature:

Multi-step reaction with 4 steps

1: NH₃ / methanol / 3 h / 0 °C

2: acetonitrile / 16 h / 23 °C

3: NaHCO₃ / dioxane; H₂O / 12 h / 23 °C

4: 90 percent / triethylamine, AgNO₃ / acetonitrile / 2 h / 0 °C

With ammonia; sodium hydrogencarbonate; silver nitrate; triethylamine; In 1,4-dioxane; methanol; water; acetonitrile;

DOI:10.1016/S0040-4039(00)92109-9

Reference yield:

α-N-t-butoxycarbonyl-δ-(thioureido)-L-norvaline-t-butyl ester (133565-49-8) → α-N-t-butoxycarbonyl-NG-benzyloxy-N6'-t-butoxycarbonyl-L-arginine-t-butyl ester (133565-52-3)

Guidance literature:

Multi-step reaction with 3 steps

1: acetonitrile / 16 h / 23 °C

2: NaHCO₃ / dioxane; H₂O / 12 h / 23 °C

3: 90 percent / triethylamine, AgNO₃ / acetonitrile / 2 h / 0 °C

With sodium hydrogencarbonate; silver nitrate; triethylamine; In 1,4-dioxane; water; acetonitrile;

DOI:10.1016/S0040-4039(00)92109-9

upstream raw materials:

N-benzyloxyamine

α-N-(tert-butoxycarbonyl)-δ-<(N¹-(tert-butoxycarbonyl)-S-methyl)-1-isothioureido>-L-norvaline tert-butyl ester

α-N-tert-butoxycarbonyl-δ-N-isothiocyanato-L-ornithine tert-butyl ester

α-N-t-butoxycarbonyl-δ-(thioureido)-L-norvaline-t-butyl ester

Downstream raw materials:

N^ω-Hydroxy-L-arginine dihydrochloride

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