erythro-N^α-benzyloxycarbonyl-N^im(τ)-(2,4-dinitrophenyl)-β-hydroxy-L-histidine methyl ester

Base Information

• Chemical Name: erythro-N^α-benzyloxycarbonyl-N^im(τ)-(2,4-dinitrophenyl)-β-hydroxy-L-histidine methyl ester
• CAS No.: 108379-08-4
• Molecular Formula: C₂₁H₁₉N₅O₉
• Molecular Weight: 485.41

Synonyms:erythro-N^α-benzyloxycarbonyl-N^im(τ)-(2,4-dinitrophenyl)-β-hydroxy-L-histidine methyl ester

Chemical Property of erythro-N^α-benzyloxycarbonyl-N^im(τ)-(2,4-dinitrophenyl)-β-hydroxy-L-histidine methyl ester

Chemical Property:

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Technology Process of erythro-N^α-benzyloxycarbonyl-N^im(τ)-(2,4-dinitrophenyl)-β-hydroxy-L-histidine methyl ester

There total 4 articles about erythro-N^α-benzyloxycarbonyl-N^im(τ)-(2,4-dinitrophenyl)-β-hydroxy-L-histidine methyl 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: 87.0%

2,4-Dinitrofluorobenzene (70-34-8,65727-75-5) + Nα-((benzyloxy)carbonyl)-erythro-β-hydroxy-L-histidine methyl ester (141243-31-4) → erythro-Nα-benzyloxycarbonyl-Nim(τ)-(2,4-dinitrophenyl)-β-hydroxy-L-histidine methyl ester (108379-08-4)

Guidance literature:

With sodium hydrogencarbonate; In 1,4-dioxane; methanol; water; for 3.5h; Ambient temperature;

DOI:10.1246/bcsj.59.1387

Reference yield:

erythro-β-hydroxy-L-histidine hydrate (41215-80-9) → erythro-Nα-benzyloxycarbonyl-Nim(τ)-(2,4-dinitrophenyl)-β-hydroxy-L-histidine methyl ester (108379-08-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / triethylamine / H₂O; dioxane / 2.5 h / Ambient temperature

2: 78 percent / 10percent HCl / 7 h / 40 °C

3: 87 percent / NaHCO₃ / dioxane; methanol; H₂O / 3.5 h / Ambient temperature

With hydrogenchloride; sodium hydrogencarbonate; triethylamine; In 1,4-dioxane; methanol; water;

DOI:10.1246/bcsj.59.1387

Reference yield:

Nα-(benzyloxycarbonyl)-erythro-β-hydroxy-L-histidine (101485-34-1) → erythro-Nα-benzyloxycarbonyl-Nim(τ)-(2,4-dinitrophenyl)-β-hydroxy-L-histidine methyl ester (108379-08-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / 10percent HCl / 7 h / 40 °C

2: 87 percent / NaHCO₃ / dioxane; methanol; H₂O / 3.5 h / Ambient temperature

With hydrogenchloride; sodium hydrogencarbonate; In 1,4-dioxane; methanol; water;

DOI:10.1246/bcsj.59.1387

upstream raw materials:

2,4-Dinitrofluorobenzene

N^α-((benzyloxy)carbonyl)-erythro-β-hydroxy-L-histidine methyl ester

erythro-β-hydroxy-L-histidine hydrate

N^α-(benzyloxycarbonyl)-erythro-β-hydroxy-L-histidine

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