<1(R)-<(benzyloxycarbonyl)amino>-3-methylbutyl>phosphinic acid

Base Information

• Chemical Name: <1(R)-<(benzyloxycarbonyl)amino>-3-methylbutyl>phosphinic acid
• CAS No.: 120707-56-4
• Molecular Formula: C₁₃H₂₀NO₄P
• Molecular Weight: 285.28
• Mol file: 120707-56-4.mol

Synonyms:<1(R)-<(benzyloxycarbonyl)amino>-3-methylbutyl>phosphinic acid

Chemical Property of <1(R)-<(benzyloxycarbonyl)amino>-3-methylbutyl>phosphinic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of <1(R)-<(benzyloxycarbonyl)amino>-3-methylbutyl>phosphinic acid

There total 1 articles about <1(R)-<(benzyloxycarbonyl)amino>-3-methylbutyl>phosphinic acid 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:

(+/-)-1-benzyloxycarbonylamino-3-methylbutylphosphonous acid (109638-99-5) → <1(R)-<(benzyloxycarbonyl)amino>-3-methylbutyl>phosphinic acid (120707-56-4) + ((S)-1-Benzyloxycarbonylamino-3-methyl-butyl)-phosphinic acid

Guidance literature:

With sodium dihydrogen phosphate; Chiral AX QD-2 stationary phase; In methanol; water; at 40 ℃; pH=5.6;

DOI:10.1016/S0957-4166(03)00537-8

Reference yield: 91.0%

<1(R)-<(benzyloxycarbonyl)amino>-3-methylbutyl>phosphinic acid (120707-56-4) + phosphorous acid trimethyl ester (121-45-9) → methyl <1(R)-<(benzoyloxycarbonyl)amino>-3-methylbutyl>phosphinate (120707-57-5,120707-58-6)

Guidance literature:

at 60 ℃; for 1h;

DOI:10.1021/jm00127a041

Reference yield:

<1(R)-<(benzyloxycarbonyl)amino>-3-methylbutyl>phosphinic acid (120707-56-4) → 2-amino>-3-methylbutyl>phosphinyl>acetic acid methyl ester (120609-56-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) trimethylsilyl chloride, triethylamine / 1.) THF, r.t., 2.) 2 h

2: 96 percent / H₂ / 5 percent Pd/C / methanol / 6 h / Ambient temperature

3: 12 percent / 1-hydroxybenzotriazole, triethylamine, dicyclohexylcarbodiimide / dimethylformamide / a) 0 deg C, 1 h, b) r.t., 40 h

With chloro-trimethyl-silane; hydrogen; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00127a041

upstream raw materials:

(+/-)-1-benzyloxycarbonylamino-3-methylbutylphosphonous acid

Downstream raw materials:

[((R)-1-Benzyloxycarbonylamino-3-methyl-butyl)-hydroxy-phosphinoyl]-acetic acid methyl ester

[((R)-1-Benzyloxycarbonylamino-3-methyl-butyl)-hydroxy-phosphinoyl]-acetic acid ethyl ester

methyl <1(R)-<(benzoyloxycarbonyl)amino>-3-methylbutyl>phosphinate

2-[((R)-1-Benzyloxycarbonylamino-3-methyl-butyl)-hydroxy-phosphinoylmethyl]-4-methyl-pentanoic acid methyl ester