[(R)-1-((R)-2-Benzyloxycarbonylamino-propionylamino)-ethyl]-phosphonic acid

Base Information

• Chemical Name: [(R)-1-((R)-2-Benzyloxycarbonylamino-propionylamino)-ethyl]-phosphonic acid
• CAS No.: 98820-75-8
• Molecular Formula: C₁₃H₁₉N₂O₆P
• Molecular Weight: 330.277
• Mol file: 98820-75-8.mol

Synonyms:[(R)-1-((R)-2-Benzyloxycarbonylamino-propionylamino)-ethyl]-phosphonic acid

Chemical Property of [(R)-1-((R)-2-Benzyloxycarbonylamino-propionylamino)-ethyl]-phosphonic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(R)-1-((R)-2-Benzyloxycarbonylamino-propionylamino)-ethyl]-phosphonic acid

There total 6 articles about [(R)-1-((R)-2-Benzyloxycarbonylamino-propionylamino)-ethyl]-phosphonic 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: 41.0%

N-(benzyloxycarbonyl)-D-alanine N-hydroxysuccinimide ester (27167-53-9) + (R)-(1-aminoethyl)phosphonic acid (60687-36-7) → [(R)-1-((R)-2-Benzyloxycarbonylamino-propionylamino)-ethyl]-phosphonic acid (98820-75-8)

Guidance literature:

With sodium hydrogencarbonate; In ethanol; water;

DOI:10.1021/jm00151a005

Reference yield: 25.0%

Diethyl-N-(benzyloxycarbonyl)-L-alanyl-(2-decarboxy-DL-alanin-2-yl)phosphonat (289658-75-9) → [1-((S)-2-Benzyloxycarbonylamino-propionylamino)-ethyl]-phosphonic acid (60668-26-0,60668-66-8,65037-47-0,98820-75-8,98820-76-9)

Guidance literature:

With trimethylsilyl iodide; In dichloromethane;

DOI:10.1016/S0040-4020(01)86836-8

Reference yield:

[(S)-1-(1-Bromo-ethylcarbamoyl)-ethyl]-carbamic acid benzyl ester → [1-((S)-2-Benzyloxycarbonylamino-propionylamino)-ethyl]-phosphonic acid (60668-26-0,60668-66-8,65037-47-0,98820-75-8,98820-76-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 11 percent / NaH / 30 °C

2: 25 percent / trimethylsilyl iodide / CH₂Cl₂

With trimethylsilyl iodide; sodium hydride; In dichloromethane;

DOI:10.1016/S0040-4020(01)86836-8

upstream raw materials:

N-Carbobenzoxy-L-alanin-kohlensaeureaethylesteranhydrid

Diethyl-N-(benzyloxycarbonyl)-L-alanyl-(2-decarboxy-DL-alanin-2-yl)phosphonat

2-((S)-2-Benzyloxycarbonylamino-propionylamino)-propionic acid

N-Cbz-Ala