N-(Benzyloxycarbonyl)phenylalanine-N'-<<(5S)-2,2-bis(trifluoromethyl)-4-oxo-1,3-dioxolan-5-yl>methyl>amide

Base Information

Chemical Name:N-(Benzyloxycarbonyl)phenylalanine-N'-<<(5S)-2,2-bis(trifluoromethyl)-4-oxo-1,3-dioxolan-5-yl>methyl>amide
CAS No.:170997-10-1
Molecular Formula:C₂₃H₂₀F₆N₂O₆
Molecular Weight:534.412
Hs Code.:

Synonyms:N-(Benzyloxycarbonyl)phenylalanine-N'-<<(5S)-2,2-bis(trifluoromethyl)-4-oxo-1,3-dioxolan-5-yl>methyl>amide

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Chemical Property of N-(Benzyloxycarbonyl)phenylalanine-N'-<<(5S)-2,2-bis(trifluoromethyl)-4-oxo-1,3-dioxolan-5-yl>methyl>amide

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Technology Process of N-(Benzyloxycarbonyl)phenylalanine-N'-<<(5S)-2,2-bis(trifluoromethyl)-4-oxo-1,3-dioxolan-5-yl>methyl>amide

There total 3 articles about N-(Benzyloxycarbonyl)phenylalanine-N'-<<(5S)-2,2-bis(trifluoromethyl)-4-oxo-1,3-dioxolan-5-yl>methyl>amide 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: 46.0%

: 1161-13-3
N-Cbz-L-Phe

: 172540-29-3
<(5S)-2,2-Bis(trifluoromethyl)-4-oxo-1,3-dioxolan-5-yl>methyl isocyanate

: 170997-10-1
N-(Benzyloxycarbonyl)phenylalanine-N'-<<(5S)-2,2-bis(trifluoromethyl)-4-oxo-1,3-dioxolan-5-yl>methyl>amide

Guidance literature:: In toluene; at 100 ℃; for 18h;
DOI:10.1021/jo00128a042

Reference yield:

: 172540-28-2
((5S)-2,2-bis-(trifluoromethyl)-4-oxo-1,3-dioxolan-5-yl)-acetyl chloride

: 170997-10-1
N-(Benzyloxycarbonyl)phenylalanine-N'-<<(5S)-2,2-bis(trifluoromethyl)-4-oxo-1,3-dioxolan-5-yl>methyl>amide

Guidance literature:: Multi-step reaction with 2 steps

1: 78 percent / TMS-N₃ / toluene / 80 °C

2: 46 percent / toluene / 18 h / 100 °C

With trimethylsilylazide; In toluene;
DOI:10.1021/jo00128a042

Reference yield:

: 172540-27-1
[(5S)-2,2-Bis(trifluoromethyl)-4-oxo-1,3-dioxolan-5-yl] acetic acid

: 170997-10-1
N-(Benzyloxycarbonyl)phenylalanine-N'-<<(5S)-2,2-bis(trifluoromethyl)-4-oxo-1,3-dioxolan-5-yl>methyl>amide

Guidance literature:: Multi-step reaction with 3 steps

1: 91 percent / SOCl₂ / 6 h / Heating

2: 78 percent / TMS-N₃ / toluene / 80 °C

3: 46 percent / toluene / 18 h / 100 °C

With thionyl chloride; trimethylsilylazide; In toluene;
DOI:10.1021/jo00128a042