(S)-2-((N-(benzyloxycarbonyl)aminomethylphosphonyl)amino)-N,4-dimethylpentanamide lithium

Base Information

• Chemical Name: (S)-2-((N-(benzyloxycarbonyl)aminomethylphosphonyl)amino)-N,4-dimethylpentanamide lithium
• CAS No.: 1400929-62-5
• Molecular Formula: C₁₆H₂₅N₃O₅P*Li
• Molecular Weight: 377.306
• Mol file: 1400929-62-5.mol

Synonyms:(S)-2-((N-(benzyloxycarbonyl)aminomethylphosphonyl)amino)-N,4-dimethylpentanamide lithium

Chemical Property of (S)-2-((N-(benzyloxycarbonyl)aminomethylphosphonyl)amino)-N,4-dimethylpentanamide lithium

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-((N-(benzyloxycarbonyl)aminomethylphosphonyl)amino)-N,4-dimethylpentanamide lithium

There total 7 articles about (S)-2-((N-(benzyloxycarbonyl)aminomethylphosphonyl)amino)-N,4-dimethylpentanamide lithium 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: 90.7%

N-(N-(benzyloxycarbonyl)-(R/S)-aminomethylphosphonyl)-N'-methyl-L-leucinamide methyl ester → (S)-2-((N-(benzyloxycarbonyl)aminomethylphosphonyl)amino)-N,4-dimethylpentanamide lithium (1400929-62-5)

Guidance literature:

With lithium hydroxide; In water; at 20 ℃; for 2h;

DOI:10.1021/jm300472k

Reference yield:

O-benzyl carbamate (621-84-1) → (S)-2-((N-(benzyloxycarbonyl)aminomethylphosphonyl)amino)-N,4-dimethylpentanamide lithium (1400929-62-5)

Guidance literature:

Multi-step reaction with 6 steps

1: sodium carbonate / water / 20 °C

2: pyridine / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

3: 3 h / Reflux

4: sodium hydroxide / 2 h / 20 °C

5: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

6: lithium hydroxide / water / 2 h / 20 °C

With pyridine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; sodium carbonate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; lithium hydroxide; In tetrahydrofuran; dichloromethane; water;

DOI:10.1021/jm300472k

Reference yield:

N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) → (S)-2-((N-(benzyloxycarbonyl)aminomethylphosphonyl)amino)-N,4-dimethylpentanamide lithium (1400929-62-5)

Guidance literature:

Multi-step reaction with 4 steps

1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C

2: hydrogenchloride / methanol / 20 °C

3: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

4: lithium hydroxide / water / 2 h / 20 °C

With hydrogenchloride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/jm300472k

upstream raw materials:

N-tert-butoxycarbonyl-L-leucine

methyl <(N-carbobenzoxyamino)methyl>phosphonic acid

N^α-[(1,1-dimethylethoxy)carbonyl]-N-methyl-L-leucinamide

O-benzyl carbamate