2-(benzyloxycarbonyl)-N⁵-(benzyloxy)-N⁵-(2,2,2-trichloroethoxycarbonyl)-L-ornithinyl>-L-serine

Base Information

• Chemical Name: 2-(benzyloxycarbonyl)-N⁵-(benzyloxy)-N⁵-(2,2,2-trichloroethoxycarbonyl)-L-ornithinyl>-L-serine
• CAS No.: 131635-35-3
• Molecular Formula: C₂₆H₃₀Cl₃N₃O₉
• Molecular Weight: 634.898

Synonyms:2-(benzyloxycarbonyl)-N⁵-(benzyloxy)-N⁵-(2,2,2-trichloroethoxycarbonyl)-L-ornithinyl>-L-serine

Chemical Property of 2-(benzyloxycarbonyl)-N⁵-(benzyloxy)-N⁵-(2,2,2-trichloroethoxycarbonyl)-L-ornithinyl>-L-serine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of 2-(benzyloxycarbonyl)-N⁵-(benzyloxy)-N⁵-(2,2,2-trichloroethoxycarbonyl)-L-ornithinyl>-L-serine

There total 3 articles about 2-(benzyloxycarbonyl)-N⁵-(benzyloxy)-N⁵-(2,2,2-trichloroethoxycarbonyl)-L-ornithinyl>-L-serine 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%

2-(benzyloxycarbonyl)-N5-(benzyloxy)-N5-(2,2,2-trichloroethoxycarbonyl)-L-ornithinyl>-L-serine 1-(trimethylsilyl)ethyl ester (131618-20-7) → 2-(benzyloxycarbonyl)-N5-(benzyloxy)-N5-(2,2,2-trichloroethoxycarbonyl)-L-ornithinyl>-L-serine (131635-35-3)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran;

DOI:10.1021/jo00002a005

Reference yield:

N2-(benzyloxycarbonyl)-N5-(benzyloxy)-N5-<(2,2,2-trichloroethoxy)carbonyl>-L-ornithine 1-tert-butyl ester (124620-52-6) → 2-(benzyloxycarbonyl)-N5-(benzyloxy)-N5-(2,2,2-trichloroethoxycarbonyl)-L-ornithinyl>-L-serine (131635-35-3)

Guidance literature:

Multi-step reaction with 3 steps

1: CF₃COOH / CH₂Cl₂

2: 1.) H₂, 2.) NEt₃, EEDQ / 1.) 10percent Pd/C / 1.) MeOH, AcOH, 2.) CH₂Cl₂

3: 83 percent / tetrabutylammonium fluoride / tetrahydrofuran

With tetrabutyl ammonium fluoride; hydrogen; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo00002a005

Reference yield:

C23H25Cl3N2O7 → 2-(benzyloxycarbonyl)-N5-(benzyloxy)-N5-(2,2,2-trichloroethoxycarbonyl)-L-ornithinyl>-L-serine (131635-35-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) H₂, 2.) NEt₃, EEDQ / 1.) 10percent Pd/C / 1.) MeOH, AcOH, 2.) CH₂Cl₂

2: 83 percent / tetrabutylammonium fluoride / tetrahydrofuran

With tetrabutyl ammonium fluoride; hydrogen; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine; palladium on activated charcoal; In tetrahydrofuran;

DOI:10.1021/jo00002a005

upstream raw materials:

2-(benzyloxycarbonyl)-N⁵-(benzyloxy)-N⁵-(2,2,2-trichloroethoxycarbonyl)-L-ornithinyl>-L-serine 1-(trimethylsilyl)ethyl ester

N²-(benzyloxycarbonyl)-N⁵-(benzyloxy)-N⁵-<(2,2,2-trichloroethoxy)carbonyl>-L-ornithine 1-tert-butyl ester

Downstream raw materials:

(3S,6S)-3-<3-2-(benzyloxycarbonyl)-N⁵-(benzyloxy)-N⁵-(2,2,2-trichloroethoxycarbonyl)-L-ornithinyl>-L-seryl>-N-(benzyloxy)amino>propyl>-6-<3-propyl>-2,5-piperazinedione

(3S,6S)-3-<3-2-acetyl-N⁵-(benzyloxy)-N⁵-(2,2,2-trichloroethoxycarbonyl)-L-ornithinyl>-3-acetoxy-L-seryl>-N-(benzyloxy)amino>propyl>-6-<3-propyl>-2,5-piperazinedione

(3S,6S)-3-<3-2-acetyl-N⁵-(benzyloxy)-N⁵-formyl-L-ornithinyl>-L-seryl>-N-(benzyloxy)amino>propyl>-6-<3-propyl>-2,5-piperazinedione

foroxymithine

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