N^α-<4-(methylamino)benzoyl>-N^δ-<2,2-bis(diethylphosphono)ethyl>glutamine ethyl ester

Base Information

• Chemical Name: N^α-<4-(methylamino)benzoyl>-N^δ-<2,2-bis(diethylphosphono)ethyl>glutamine ethyl ester
• CAS No.: 147938-30-5
• Molecular Formula: C₂₅H₄₃N₃O₁₀P₂
• Molecular Weight: 607.578

Synonyms:N^α-<4-(methylamino)benzoyl>-N^δ-<2,2-bis(diethylphosphono)ethyl>glutamine ethyl ester

Chemical Property of N^α-<4-(methylamino)benzoyl>-N^δ-<2,2-bis(diethylphosphono)ethyl>glutamine ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of N^α-<4-(methylamino)benzoyl>-N^δ-<2,2-bis(diethylphosphono)ethyl>glutamine ethyl ester

There total 5 articles about N^α-<4-(methylamino)benzoyl>-N^δ-<2,2-bis(diethylphosphono)ethyl>glutamine ethyl 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:

(S)-4-[2,2-Bis-(diethoxy-phosphoryl)-ethylcarbamoyl]-2-{4-[methyl-(2,2,2-trichloro-ethoxycarbonyl)-amino]-benzoylamino}-butyric acid ethyl ester (147938-34-9) → Nα-<4-(methylamino)benzoyl>-Nδ-<2,2-bis(diethylphosphono)ethyl>glutamine ethyl ester (147938-30-5)

Guidance literature:

With potassium dihydrogenphosphate; zinc; In water; for 24h; Yield given; Ambient temperature;

DOI:10.1016/0223-5234(92)90117-J

Reference yield:

L-glutamine (56-85-9,26700-71-0) → Nα-<4-(methylamino)benzoyl>-Nδ-<2,2-bis(diethylphosphono)ethyl>glutamine ethyl ester (147938-30-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 70 percent / 1 N aq. NaOH / dioxane / 1 h / Ambient temperature

2: 94 percent / diisopropylethylamine / dioxane / 96 h / Ambient temperature

3: 90 percent / potassium tertiobutylate / 2-methyl-propan-2-ol / 1 h / 50 °C

4: 68 percent / triethylamine / tetrahydrofuran / 1 h / Ambient temperature

5: KH₂PO₄, Zn / H₂O / 24 h / Ambient temperature

With sodium hydroxide; potassium dihydrogenphosphate; potassium tert-butylate; triethylamine; N-ethyl-N,N-diisopropylamine; zinc; In tetrahydrofuran; 1,4-dioxane; water; tert-butyl alcohol;

DOI:10.1016/0223-5234(92)90117-J

Reference yield:

Boc-Gln-OH (13726-85-7) → Nα-<4-(methylamino)benzoyl>-Nδ-<2,2-bis(diethylphosphono)ethyl>glutamine ethyl ester (147938-30-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 94 percent / diisopropylethylamine / dioxane / 96 h / Ambient temperature

2: 90 percent / potassium tertiobutylate / 2-methyl-propan-2-ol / 1 h / 50 °C

3: 68 percent / triethylamine / tetrahydrofuran / 1 h / Ambient temperature

4: KH₂PO₄, Zn / H₂O / 24 h / Ambient temperature

With potassium dihydrogenphosphate; potassium tert-butylate; triethylamine; N-ethyl-N,N-diisopropylamine; zinc; In tetrahydrofuran; 1,4-dioxane; water; tert-butyl alcohol;

DOI:10.1016/0223-5234(92)90117-J

upstream raw materials:

(S)-4-[2,2-Bis-(diethoxy-phosphoryl)-ethylcarbamoyl]-2-{4-[methyl-(2,2,2-trichloro-ethoxycarbonyl)-amino]-benzoylamino}-butyric acid ethyl ester

L-glutamine

Boc-Gln-OH

N--L-glutamine ethyl ester

Downstream raw materials:

N^α-<4-<(<2,4-diamino-6-pteridinyl>methyl)methylamino>benzoyl>-N^δ-<2,2-bis(diethylphosphono)ethyl>glutamine ethyl ester

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