(S)-2-((N-(benzyloxycarbonyl)aminomethylphosphonyl)amino)-4-methyl-N-neopentylpentanamide lithium

Base Information

• Chemical Name: (S)-2-((N-(benzyloxycarbonyl)aminomethylphosphonyl)amino)-4-methyl-N-neopentylpentanamide lithium
• CAS No.: 1583283-19-5
• Molecular Formula: C₂₀H₃₃N₃O₅P*Li
• Molecular Weight: 433.414
• Mol file: 1583283-19-5.mol

Synonyms:(S)-2-((N-(benzyloxycarbonyl)aminomethylphosphonyl)amino)-4-methyl-N-neopentylpentanamide lithium

Chemical Property of (S)-2-((N-(benzyloxycarbonyl)aminomethylphosphonyl)amino)-4-methyl-N-neopentylpentanamide lithium

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-((N-(benzyloxycarbonyl)aminomethylphosphonyl)amino)-4-methyl-N-neopentylpentanamide lithium

There total 10 articles about (S)-2-((N-(benzyloxycarbonyl)aminomethylphosphonyl)amino)-4-methyl-N-neopentylpentanamide 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: 83.0%

C21H36N3O5P (1583283-65-1) → (S)-2-((N-(benzyloxycarbonyl)aminomethylphosphonyl)amino)-4-methyl-N-neopentylpentanamide lithium (1583283-19-5)

Guidance literature:

With lithium hydroxide; In water; acetonitrile;

DOI:10.1021/jm401609a

Reference yield:

O-benzyl carbamate (621-84-1) → (S)-2-((N-(benzyloxycarbonyl)aminomethylphosphonyl)amino)-4-methyl-N-neopentylpentanamide lithium (1583283-19-5)

Guidance literature:

Multi-step reaction with 6 steps

1: sodium carbonate; water / water / 20 °C

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

3: 3 h / Reflux

4: sodium hydroxide / 2 h / 20 °C

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

6: lithium hydroxide / water; acetonitrile

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

DOI:10.1021/jm401609a

Reference yield:

hydroxymethyl carbamic acid benzyl ester (31037-42-0) → (S)-2-((N-(benzyloxycarbonyl)aminomethylphosphonyl)amino)-4-methyl-N-neopentylpentanamide lithium (1583283-19-5)

Guidance literature:

Multi-step reaction with 5 steps

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

2: 3 h / Reflux

3: sodium hydroxide / 2 h / 20 °C

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

5: lithium hydroxide / water; acetonitrile

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

DOI:10.1021/jm401609a

upstream raw materials:

O-benzyl carbamate

hydroxymethyl carbamic acid benzyl ester

benzyloxycarbonylaminomethyl acetate

dimethyl N-(benzyloxycarbonyl)aminomethylphosphonate

Refernces

• 1、 Nasief, Nader N.,Hangauer, David. "Influence of neighboring groups on the thermodynamics of hydrophobic binding: An added complex facet to the hydrophobic effect". . p. 2315 - 2333. Retrieved 2014/04/17.