N2-[(1,1-Dimethylethoxy)carbonyl]-N5-(2,2,2-trifluoroacetyl)-L-ornithine

Base Information

• Chemical Name: N2-[(1,1-Dimethylethoxy)carbonyl]-N5-(2,2,2-trifluoroacetyl)-L-ornithine
• CAS No.: 63865-89-4
• Molecular Formula: C12H19F3N2O5
• Molecular Weight: 328.288

Synonyms:N2-[(1,1-Dimethylethoxy)carbonyl]-N5-(2,2,2-trifluoroacetyl)-L-ornithine

Chemical Property of N2-[(1,1-Dimethylethoxy)carbonyl]-N5-(2,2,2-trifluoroacetyl)-L-ornithine

Chemical Property:

• PSA: 0.00000
• LogP: 0.00000

Purity/Quality:

97% ^*data from raw suppliers

BOC-ORN(TFA)-OH 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of N2-[(1,1-Dimethylethoxy)carbonyl]-N5-(2,2,2-trifluoroacetyl)-L-ornithine

There total 3 articles about N2-[(1,1-Dimethylethoxy)carbonyl]-N5-(2,2,2-trifluoroacetyl)-L-ornithine 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: 66.51%

ethyl trifluoroacetate, (383-63-1) + N2-(tert-butoxycarbonyl)-L-ornithine (21887-64-9) → (2S)-2-[(tert-butoxycarbonyl)amino]-5-(2,2,2-trifluoroacetamido)pentanoic acid (63865-89-4)

Guidance literature:

With triethylamine; In methanol; at 20 ℃; for 4h;

Reference yield:

Boc-Orn(Z)-OH (2480-93-5) → (2S)-2-[(tert-butoxycarbonyl)amino]-5-(2,2,2-trifluoroacetamido)pentanoic acid (63865-89-4)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd/C / methanol / 12 h / 20 °C / 760.05 Torr

2: Et₃N / methanol / 9 h

With hydrogen; triethylamine; palladium on activated charcoal; In methanol;

DOI:10.1021/ol0161108

Reference yield:

N-(tert-butyloxycarbonyl) azide (1070-19-5) + N5-trifluoroacetyl-L-ornithine (5123-49-9) → (2S)-2-[(tert-butoxycarbonyl)amino]-5-(2,2,2-trifluoroacetamido)pentanoic acid (63865-89-4)

Guidance literature:

With triethylamine;

DOI:10.1021/jo00396a026

upstream raw materials:

N-(tert-butyloxycarbonyl) azide

N⁵-trifluoroacetyl-L-ornithine

ethyl trifluoroacetate,

N₂-(tert-butoxycarbonyl)-L-ornithine

Downstream raw materials:

2-[2-[2-[2-tert-butoxycarbonylamino-5-(2,2,2-trifluoro-acetylamino)-pentanoylamino]-5-(2,2,2-trifluoro-acetylamino)-pentanoylamino]-5-(2,2,2-trifluoro-acetylamino)-pentanoylamino]-5-(2,2,2-trifluoro-acetylamino)-pentanoic acid benzyl ester

benzyl (2S)-2-[(tert-butoxycarbonyl)amino]-5-(2,2,2-trifluoroacetamido)pentanoate

benzyl (2S)-2-[(2S)-2-[(tert-butoxycarbonyl)amino]-5-(2,2,2-trifluoroacetamido)pentanamido]-5-(2,2,2-trifluoroacetamido)pentanoate

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