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

Base Information

• Chemical Name: Diethyl-N-(benzyloxycarbonyl)-L-alanyl-(2-decarboxy-DL-alanin-2-yl)phosphonat
• CAS No.: 289658-75-9
• Molecular Formula: C₁₇H₂₇N₂O₆P
• Molecular Weight: 386.385

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

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

Chemical Property:

Purity/Quality:

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

There total 12 articles about Diethyl-N-(benzyloxycarbonyl)-L-alanyl-(2-decarboxy-DL-alanin-2-yl)phosphonat 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: 61.4%

diethyl 1-aminoethylphosphonate (54788-35-1) + N-Cbz-Ala (1142-20-7) → Diethyl-N-(benzyloxycarbonyl)-L-alanyl-(2-decarboxy-DL-alanin-2-yl)phosphonat (289658-75-9)

Guidance literature:

With dicyclohexyl-carbodiimide; In dichloromethane; 1.) 0 deg C 2.) 4 deg C, overnight;

DOI:10.1248/cpb.28.1320

Reference yield: 57.0%

N2-(Benzyloxycarbonyl)-N1-(1'-methoxyethyl)-L-alaninamid + triethyl phosphite (122-52-1) → Diethyl-N-(benzyloxycarbonyl)-L-alanyl-(2-decarboxy-DL-alanin-2-yl)phosphonat (289658-75-9)

Guidance literature:

With titanium tetrachloride; In dichloromethane; for 10h; -78 deg C -> room temperature;

DOI:10.1002/hlca.19890720302

Reference yield: 11.0%

[(S)-1-(1-Bromo-ethylcarbamoyl)-ethyl]-carbamic acid benzyl ester + phosphonic acid diethyl ester (762-04-9) → Diethyl-N-(benzyloxycarbonyl)-L-alanyl-(2-decarboxy-DL-alanin-2-yl)phosphonat (289658-75-9)

Guidance literature:

With sodium hydride; at 30 ℃;

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

upstream raw materials:

diethyl 1-aminoethylphosphonate

N-Cbz-Ala

titanium (IV) ethoxide

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

Downstream raw materials:

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

benzyl bromide

<1-(alanylamino)ethyl>phosphonic acid

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

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