N²-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-N⁵-<(1,1-dimethylethoxy)carbonyl>-2,3-diaminopentanoic acid

Base Information

• Chemical Name: N²-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-N⁵-<(1,1-dimethylethoxy)carbonyl>-2,3-diaminopentanoic acid
• CAS No.: 96845-96-4
• Molecular Formula: C₂₆H₃₃N₃O₇
• Molecular Weight: 499.564

Synonyms:N²-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-N⁵-<(1,1-dimethylethoxy)carbonyl>-2,3-diaminopentanoic acid

Chemical Property of N²-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-N⁵-<(1,1-dimethylethoxy)carbonyl>-2,3-diaminopentanoic acid

Chemical Property:

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Technology Process of N²-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-N⁵-<(1,1-dimethylethoxy)carbonyl>-2,3-diaminopentanoic acid

There total 2 articles about N²-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-N⁵-<(1,1-dimethylethoxy)carbonyl>-2,3-diaminopentanoic acid 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: 85.0%

Nδ-(tert-butoxycarbonyl)-L-ornithine (13650-49-2,184576-63-4) + benzyl (4-(chlorocarbonyl)phenyl)(methyl)carbamate (66891-86-9) → N2-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-N5-<(1,1-dimethylethoxy)carbonyl>-2,3-diaminopentanoic acid (96845-96-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; water; Ambient temperature;

DOI:10.1021/jm00146a008

Reference yield:

Z-Orn(Boc)-OH (7733-29-1,199924-46-4) → N2-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-N5-<(1,1-dimethylethoxy)carbonyl>-2,3-diaminopentanoic acid (96845-96-4)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / 5percent Pd/C / methanol; H₂O / 7 h / 25 °C / 2327.2 - 2585.7 Torr

2: 85 percent / (i-Pr)2NEt / dioxane; H₂O / Ambient temperature

With hydrogen; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In 1,4-dioxane; methanol; water;

DOI:10.1021/jm00146a008

Reference yield: 100.0%

N2-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-N5-<(1,1-dimethylethoxy)carbonyl>-2,3-diaminopentanoic acid (96845-96-4) → N2-<4-(methylamino)benzoyl>-Nω-<(1,1-dimethylethoxy)carbonyl>-2,ω-diaminopentanoic acid (96845-99-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In 1,4-dioxane; at 25 ℃; under 2316.8 - 2589 Torr;

DOI:10.1021/jm00146a008

upstream raw materials:

N^δ-(tert-butoxycarbonyl)-L-ornithine

benzyl (4-(chlorocarbonyl)phenyl)(methyl)carbamate

Z-Orn(Boc)-OH

Downstream raw materials:

N²-<4-(methylamino)benzoyl>-N^ω-<(1,1-dimethylethoxy)carbonyl>-2,ω-diaminopentanoic acid

N²-<4-<<(2,4-diamino-6-pteridinyl)methyl>methylamino>benzoyl>-N⁵-<(1,1-dimethylethoxy)carbonyl>-2,5-diaminopentanoic acid

(S)-5-Amino-2-{4-[(2,4-diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-pentanoic acid; compound with trifluoro-acetic acid

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