(S)-1-{(4R,5R)-5-[(R)-amino-(4-nitrophenyl)methyl]-2,2-dimethyl-1,3-dioxolan-4-yl}-N-(tert-butyloxycarbonyl)-2-phenylethylamine

Base Information

Chemical Name:(S)-1-{(4R,5R)-5-[(R)-amino-(4-nitrophenyl)methyl]-2,2-dimethyl-1,3-dioxolan-4-yl}-N-(tert-butyloxycarbonyl)-2-phenylethylamine
CAS No.:742107-35-3
Molecular Formula:C₂₅H₃₃N₃O₆
Molecular Weight:471.554
Hs Code.:

Synonyms:(S)-1-{(4R,5R)-5-[(R)-amino-(4-nitrophenyl)methyl]-2,2-dimethyl-1,3-dioxolan-4-yl}-N-(tert-butyloxycarbonyl)-2-phenylethylamine

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Chemical Property of (S)-1-{(4R,5R)-5-[(R)-amino-(4-nitrophenyl)methyl]-2,2-dimethyl-1,3-dioxolan-4-yl}-N-(tert-butyloxycarbonyl)-2-phenylethylamine

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Technology Process of (S)-1-{(4R,5R)-5-[(R)-amino-(4-nitrophenyl)methyl]-2,2-dimethyl-1,3-dioxolan-4-yl}-N-(tert-butyloxycarbonyl)-2-phenylethylamine

There total 4 articles about (S)-1-{(4R,5R)-5-[(R)-amino-(4-nitrophenyl)methyl]-2,2-dimethyl-1,3-dioxolan-4-yl}-N-(tert-butyloxycarbonyl)-2-phenylethylamine 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: 60.0%

: 742107-34-2
(S)-1-{(4R,5R)-5-[(R)-triphenylphosphoranylideneamino-(4-nitrophenyl)methyl]-2,2-dimethyl-1,3-dioxolan-4-yl}-N-(tert-butyloxycarbonyl)-2-phenylethylamine

: 742107-35-3
(S)-1-{(4R,5R)-5-[(R)-amino-(4-nitrophenyl)methyl]-2,2-dimethyl-1,3-dioxolan-4-yl}-N-(tert-butyloxycarbonyl)-2-phenylethylamine

Guidance literature:: With water; In tetrahydrofuran; at 80 ℃; for 24h;
DOI:10.1016/j.tetasy.2004.05.005

Reference yield:

: 742107-31-9
(1S,2S,3R,4S)-4-[N-(tert-butyloxycarbonyl)amino]-1,2-epoxy-1-(4-nitrophenyl)-5-phenylpentan-3-ol

: 742107-35-3
(S)-1-{(4R,5R)-5-[(R)-amino-(4-nitrophenyl)methyl]-2,2-dimethyl-1,3-dioxolan-4-yl}-N-(tert-butyloxycarbonyl)-2-phenylethylamine

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / NaN₃; NH₄Cl / H₂O; acetone / 30 h / 55 °C

2: 55 percent / p-toluenesulfonic acid / 1 h / 70 °C

3: 65 percent / tetrahydrofuran / 24 h / 20 °C

4: 60 percent / H₂O / tetrahydrofuran / 24 h / 80 °C

With sodium azide; water; ammonium chloride; toluene-4-sulfonic acid; In tetrahydrofuran; water; acetone;
DOI:10.1016/j.tetasy.2004.05.005

Reference yield:

: 742107-32-0
(1R,2R,3R,4S)-1-azido-4-[N-(tert-butyloxycarbonyl)amino]-1-(4-nitrophenyl)-5-phenylpentane-2,3-diol

: 742107-35-3
(S)-1-{(4R,5R)-5-[(R)-amino-(4-nitrophenyl)methyl]-2,2-dimethyl-1,3-dioxolan-4-yl}-N-(tert-butyloxycarbonyl)-2-phenylethylamine

Guidance literature:: Multi-step reaction with 3 steps

1: 55 percent / p-toluenesulfonic acid / 1 h / 70 °C

2: 65 percent / tetrahydrofuran / 24 h / 20 °C

3: 60 percent / H₂O / tetrahydrofuran / 24 h / 80 °C

With water; toluene-4-sulfonic acid; In tetrahydrofuran;
DOI:10.1016/j.tetasy.2004.05.005