N^α-<2,2-bis(4'-nitrophenyl)ethoxycarbonyl>-N^γ-bis(4'-methoxyphenyl)methylasparagine

Base Information

• Chemical Name: N^α-<2,2-bis(4'-nitrophenyl)ethoxycarbonyl>-N^γ-bis(4'-methoxyphenyl)methylasparagine
• CAS No.: 138296-28-3
• Molecular Formula: C₃₄H₃₂N₄O₁₁
• Molecular Weight: 672.648

Synonyms:N^α-<2,2-bis(4'-nitrophenyl)ethoxycarbonyl>-N^γ-bis(4'-methoxyphenyl)methylasparagine

Chemical Property of N^α-<2,2-bis(4'-nitrophenyl)ethoxycarbonyl>-N^γ-bis(4'-methoxyphenyl)methylasparagine

Chemical Property:

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Technology Process of N^α-<2,2-bis(4'-nitrophenyl)ethoxycarbonyl>-N^γ-bis(4'-methoxyphenyl)methylasparagine

There total 8 articles about N^α-<2,2-bis(4'-nitrophenyl)ethoxycarbonyl>-N^γ-bis(4'-methoxyphenyl)methylasparagine 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%

H-Asn(Mbh)-OH (28252-52-0) + 2,2-bis(4'-nitrophenyl)ethyl-N-succinimidyl carbonate (116869-01-3) → Nα-<2,2-bis(4'-nitrophenyl)ethoxycarbonyl>-Nγ-bis(4'-methoxyphenyl)methylasparagine (138296-28-3)

Guidance literature:

With triethylamine; In 1,4-dioxane; water; Ambient temperature;

DOI:10.1016/S0040-4020(01)81953-0

Reference yield:

styrene oxide (96-09-3) → Nα-<2,2-bis(4'-nitrophenyl)ethoxycarbonyl>-Nγ-bis(4'-methoxyphenyl)methylasparagine (138296-28-3)

Guidance literature:

Multi-step reaction with 7 steps

1: 48 percent / Mg, I₂ / diethyl ether / 0.5 h / 0 - 5 °C

2: 98percent H₂SO₄ / 0.92 h

3: 66 percent / 98percent H₂SO₄, 63percent nitric acid / 2 h / -5 - 0 °C

4: 99 percent / conc. HCl / methanol / 5 h / Heating

5: N-methylmorpholine / toluene / 0.5 h / 40 °C

6: N-methylmorpholine / dioxane / 16 h

7: 87 percent / Et₃N / dioxane; H₂O / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; sulfuric acid; iodine; nitric acid; magnesium; triethylamine; In 1,4-dioxane; methanol; diethyl ether; water; toluene;

DOI:10.1016/S0040-4020(01)81953-0

Reference yield:

bromobenzene (108-86-1,52753-63-6) → Nα-<2,2-bis(4'-nitrophenyl)ethoxycarbonyl>-Nγ-bis(4'-methoxyphenyl)methylasparagine (138296-28-3)

Guidance literature:

Multi-step reaction with 7 steps

1: 48 percent / Mg, I₂ / diethyl ether / 0.5 h / 0 - 5 °C

2: 98percent H₂SO₄ / 0.92 h

3: 66 percent / 98percent H₂SO₄, 63percent nitric acid / 2 h / -5 - 0 °C

4: 99 percent / conc. HCl / methanol / 5 h / Heating

5: N-methylmorpholine / toluene / 0.5 h / 40 °C

6: N-methylmorpholine / dioxane / 16 h

7: 87 percent / Et₃N / dioxane; H₂O / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; sulfuric acid; iodine; nitric acid; magnesium; triethylamine; In 1,4-dioxane; methanol; diethyl ether; water; toluene;

DOI:10.1016/S0040-4020(01)81953-0

upstream raw materials:

H-Asn(Mbh)-OH

2,2-bis(4'-nitrophenyl)ethyl-N-succinimidyl carbonate

styrene oxide

bromobenzene

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