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

Base Information

Chemical Name:benzyl (2S)-2-[(2S)-2-[(tert-butoxycarbonyl)amino]-5-(2,2,2-trifluoroacetamido)pentanamido]-5-(2,2,2-trifluoroacetamido)pentanoate
CAS No.:376648-83-8
Molecular Formula:C₂₆H₃₄F₆N₄O₇
Molecular Weight:628.569
Hs Code.:

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

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

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

There total 4 articles about benzyl (2S)-2-[(2S)-2-[(tert-butoxycarbonyl)amino]-5-(2,2,2-trifluoroacetamido)pentanamido]-5-(2,2,2-trifluoroacetamido)pentanoate 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: 97.0%

: 63865-89-4
(2S)-2-[(tert-butoxycarbonyl)amino]-5-(2,2,2-trifluoroacetamido)pentanoic acid

: benzyl (2S)-2-amino-5-(2,2,2-trifluoroacetamido)pentanoate hydrochloride

: 376648-83-8
benzyl (2S)-2-[(2S)-2-[(tert-butoxycarbonyl)amino]-5-(2,2,2-trifluoroacetamido)pentanamido]-5-(2,2,2-trifluoroacetamido)pentanoate

Guidance literature:: (2S)-2-[(tert-butoxycarbonyl)amino]-5-(2,2,2-trifluoroacetamido)pentanoic acid; With 4-methyl-morpholine; isobutyl chloroformate; In tetrahydrofuran; N,N-dimethyl-formamide; at -40 ℃; for 1h;

benzyl (2S)-2-amino-5-(2,2,2-trifluoroacetamido)pentanoate hydrochloride; With 4-methyl-morpholine; In tetrahydrofuran; N,N-dimethyl-formamide; at -40 - 20 ℃; Further stages.;
DOI:10.1021/ol0161108

Reference yield:

: 2480-93-5
Boc-Orn(Z)-OH

: 376648-83-8
benzyl (2S)-2-[(2S)-2-[(tert-butoxycarbonyl)amino]-5-(2,2,2-trifluoroacetamido)pentanamido]-5-(2,2,2-trifluoroacetamido)pentanoate

Guidance literature:: Multi-step reaction with 3 steps

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

2.1: Et₃N / methanol / 9 h

3.1: N-methylmorpholine; isobutyl chloroformate / tetrahydrofuran; dimethylformamide / 1 h / -40 °C

3.2: 97 percent / N-methylmorpholine / tetrahydrofuran; dimethylformamide / -40 - 20 °C

With 4-methyl-morpholine; hydrogen; triethylamine; isobutyl chloroformate; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/ol0161108

Reference yield:

: 21887-64-9
N₂-(tert-butoxycarbonyl)-L-ornithine

: 376648-83-8
benzyl (2S)-2-[(2S)-2-[(tert-butoxycarbonyl)amino]-5-(2,2,2-trifluoroacetamido)pentanamido]-5-(2,2,2-trifluoroacetamido)pentanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: Et₃N / methanol / 9 h

2.1: N-methylmorpholine; isobutyl chloroformate / tetrahydrofuran; dimethylformamide / 1 h / -40 °C

2.2: 97 percent / N-methylmorpholine / tetrahydrofuran; dimethylformamide / -40 - 20 °C

With 4-methyl-morpholine; triethylamine; isobutyl chloroformate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/ol0161108