N-triphenylmethyl-(3S)-3-{(2S,6S)-6-[(1S,2S)-1-azido-2-methylbutyl]-2-isopropylmorpholin-3-one-4-yl}-4-hydroxybutyramide

Base Information

Chemical Name:N-triphenylmethyl-(3S)-3-{(2S,6S)-6-[(1S,2S)-1-azido-2-methylbutyl]-2-isopropylmorpholin-3-one-4-yl}-4-hydroxybutyramide
CAS No.:439689-01-7
Molecular Formula:C₃₅H₄₃N₅O₄
Molecular Weight:597.758
Hs Code.:

Synonyms:N-triphenylmethyl-(3S)-3-{(2S,6S)-6-[(1S,2S)-1-azido-2-methylbutyl]-2-isopropylmorpholin-3-one-4-yl}-4-hydroxybutyramide

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Chemical Property of N-triphenylmethyl-(3S)-3-{(2S,6S)-6-[(1S,2S)-1-azido-2-methylbutyl]-2-isopropylmorpholin-3-one-4-yl}-4-hydroxybutyramide

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Technology Process of N-triphenylmethyl-(3S)-3-{(2S,6S)-6-[(1S,2S)-1-azido-2-methylbutyl]-2-isopropylmorpholin-3-one-4-yl}-4-hydroxybutyramide

There total 6 articles about N-triphenylmethyl-(3S)-3-{(2S,6S)-6-[(1S,2S)-1-azido-2-methylbutyl]-2-isopropylmorpholin-3-one-4-yl}-4-hydroxybutyramide 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%

: 439689-00-6
N-triphenylmethyl-(3S)-{(2S,6S)-6-[(1S,2S)-1-azido-2-methylbutyl]-2-isopropylmorpholin-3-one-4-yl}-4-(tert-butyldiphenylsilyloxy)butyramide

: 439689-01-7
N-triphenylmethyl-(3S)-3-{(2S,6S)-6-[(1S,2S)-1-azido-2-methylbutyl]-2-isopropylmorpholin-3-one-4-yl}-4-hydroxybutyramide

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 2.5h;
DOI:10.1021/jm0110744

Reference yield:

: Benzoic acid (S)-3-azido-2-hydroxy-4-methyl-hexyl ester

: 439689-01-7
N-triphenylmethyl-(3S)-3-{(2S,6S)-6-[(1S,2S)-1-azido-2-methylbutyl]-2-isopropylmorpholin-3-one-4-yl}-4-hydroxybutyramide

Guidance literature:: Multi-step reaction with 8 steps

1: CH₂Cl₂ / 0 - 20 °C

2: 90 percent / NaOEt / ethanol; tetrahydrofuran / 0.5 h / 20 °C

3: 68 percent / ethanol / 96 h / Heating

4: 86 percent / imidazole / CH₂Cl₂ / 20 h / 0 - 20 °C

5: 84.4 mg / 1,3-diisopropylcarbodiimide / CH₂Cl₂ / 28 h / 0 °C

6: 2M aq. HCl / tetrahydrofuran / 120 h / 20 °C

7: 89 percent / KH / tetrahydrofuran; dimethylformamide / 1.5 h / 0 °C

8: 97 percent / tetrabutyammonium fluoride / tetrahydrofuran / 2.5 h / 20 °C

With 1H-imidazole; hydrogenchloride; tetrabutyl ammonium fluoride; sodium ethanolate; potassium hydride; diisopropyl-carbodiimide; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm0110744

Reference yield:

: 439688-96-7
N-triphenylmethyl-(3S)-3-[(2S,3S,4S)-3-azido-2-hydroxy-4-methylhexylamino]-4-(tert-butyldiphenylsilyloxy)butyramide

: 439689-01-7
N-triphenylmethyl-(3S)-3-{(2S,6S)-6-[(1S,2S)-1-azido-2-methylbutyl]-2-isopropylmorpholin-3-one-4-yl}-4-hydroxybutyramide

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / imidazole / CH₂Cl₂ / 20 h / 0 - 20 °C

2: 84.4 mg / 1,3-diisopropylcarbodiimide / CH₂Cl₂ / 28 h / 0 °C

3: 2M aq. HCl / tetrahydrofuran / 120 h / 20 °C

4: 89 percent / KH / tetrahydrofuran; dimethylformamide / 1.5 h / 0 °C

5: 97 percent / tetrabutyammonium fluoride / tetrahydrofuran / 2.5 h / 20 °C

With 1H-imidazole; hydrogenchloride; tetrabutyl ammonium fluoride; potassium hydride; diisopropyl-carbodiimide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm0110744