N-Cbz-(O-Me)-Z-2,3-L-dehydroglutamate OBO ester

Base Information

• Chemical Name: N-Cbz-(O-Me)-Z-2,3-L-dehydroglutamate OBO ester
• CAS No.: 255057-17-1
• Molecular Formula: C₁₉H₂₃NO₇
• Molecular Weight: 377.394
• Mol file: 255057-17-1.mol

Synonyms:N-Cbz-(O-Me)-Z-2,3-L-dehydroglutamate OBO ester

Chemical Property of N-Cbz-(O-Me)-Z-2,3-L-dehydroglutamate OBO ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-Cbz-(O-Me)-Z-2,3-L-dehydroglutamate OBO ester

There total 1 articles about N-Cbz-(O-Me)-Z-2,3-L-dehydroglutamate OBO ester 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: 74.0%

bis-(2,2,2-trifluoroethyl)(methoxycarbonylmethyl)phosphonate (88738-78-7) + 1-[N-(benzyloxycarbonyl)-(1S)-1-amino-2-oxoethyl]-4-methyl-2,6,7-trioxa-bicyclo[2.2.2]octane (183671-34-3) → N-Cbz-(O-Me)-Z-2,3-L-dehydroglutamate OBO ester (255057-17-1) + N-Cbz-(O-Me)-E-2,3-L-dehydroglutamate OBO ester (335170-37-1)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at -78 ℃; for 0.75h;

DOI:10.1021/jo991066j

Reference yield:

N-Cbz-(O-Me)-Z-2,3-L-dehydroglutamate OBO ester (255057-17-1) → N-Cbz-(O-Me)-trans-2-(carboxycyclopropyl)glycine OBO ester (255057-20-6)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether / 1 h / 0 - 20 °C

2: 60 percent / benzophenone / acetonitrile / 1 h / -45 °C / Irradiation

With benzophenone; In diethyl ether; acetonitrile; 1: Cycloaddition / 2: Decomposition;

DOI:10.1021/jo991066j

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + N-Cbz-(O-Me)-Z-2,3-L-dehydroglutamate OBO ester (255057-17-1) → (3R,4R)-4-[(S)-Benzyloxycarbonylamino-(4-methyl-2,6,7-trioxa-bicyclo[2.2.2]oct-1-yl)-methyl]-4,5-dihydro-3H-pyrazole-3-carboxylic acid methyl ester

Guidance literature:

In diethyl ether; at 0 - 20 ℃; for 1h;

DOI:10.1021/jo991066j

upstream raw materials:

bis-(2,2,2-trifluoroethyl)(methoxycarbonylmethyl)phosphonate

1-[N-(benzyloxycarbonyl)-(1S)-1-amino-2-oxoethyl]-4-methyl-2,6,7-trioxa-bicyclo[2.2.2]octane

Downstream raw materials:

(2S,3S,4R)-α-(carboxycyclopropyl)glycine

N-Cbz-(O-Me)-trans-2-(carboxycyclopropyl)glycine OBO ester