3-Phenyl-propionic acid (3R,6S)-6-{(R)-2-[(4R,5S,6R)-6-((E)-3,3-dimethyl-but-1-enyl)-5-hydroxy-2,2-dimethyl-[1,3]dioxan-4-yl]-2-methoxy-acetylamino}-7-oxo-azepan-3-yl ester

Base Information

Chemical Name:3-Phenyl-propionic acid (3R,6S)-6-{(R)-2-[(4R,5S,6R)-6-((E)-3,3-dimethyl-but-1-enyl)-5-hydroxy-2,2-dimethyl-[1,3]dioxan-4-yl]-2-methoxy-acetylamino}-7-oxo-azepan-3-yl ester
CAS No.:1054637-47-6
Molecular Formula:C₃₀H₄₄N₂O₈
Molecular Weight:560.688
Hs Code.:

3-Phenyl-propionic acid (3R,6S)-6-{(R)-2-[(4R,5S,6R)-6-((E)-3,3-dimethyl-but-1-enyl)-5-hydroxy-2,2-dimethyl-[1,3]dioxan-4-yl]-2-methoxy-acetylamino}-7-oxo-azepan-3-yl ester

Synonyms:3-Phenyl-propionic acid (3R,6S)-6-{(R)-2-[(4R,5S,6R)-6-((E)-3,3-dimethyl-but-1-enyl)-5-hydroxy-2,2-dimethyl-[1,3]dioxan-4-yl]-2-methoxy-acetylamino}-7-oxo-azepan-3-yl ester

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Chemical Property of 3-Phenyl-propionic acid (3R,6S)-6-{(R)-2-[(4R,5S,6R)-6-((E)-3,3-dimethyl-but-1-enyl)-5-hydroxy-2,2-dimethyl-[1,3]dioxan-4-yl]-2-methoxy-acetylamino}-7-oxo-azepan-3-yl ester

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Technology Process of 3-Phenyl-propionic acid (3R,6S)-6-{(R)-2-[(4R,5S,6R)-6-((E)-3,3-dimethyl-but-1-enyl)-5-hydroxy-2,2-dimethyl-[1,3]dioxan-4-yl]-2-methoxy-acetylamino}-7-oxo-azepan-3-yl ester

There total 8 articles about 3-Phenyl-propionic acid (3R,6S)-6-{(R)-2-[(4R,5S,6R)-6-((E)-3,3-dimethyl-but-1-enyl)-5-hydroxy-2,2-dimethyl-[1,3]dioxan-4-yl]-2-methoxy-acetylamino}-7-oxo-azepan-3-yl ester 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:

: 645-45-4
hydrocinnamic acid chloride

: 270902-75-5
(2R,3R,4S,5R,6E)-3,5-(methylethylidene)-3,4,5-trihydroxy-2-methoxy-8,8-dimethyl-N-[(3S,6R)-hexahydro-2-oxo-6-hydroxy-2H-azepin-3-yl]non-6-enamide

: 1054637-47-6
3-Phenyl-propionic acid (3R,6S)-6-{(R)-2-[(4R,5S,6R)-6-((E)-3,3-dimethyl-but-1-enyl)-5-hydroxy-2,2-dimethyl-[1,3]dioxan-4-yl]-2-methoxy-acetylamino}-7-oxo-azepan-3-yl ester

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 3h;
DOI:10.1021/jm010188c

Reference yield:

: 2443-89-2
1,1-Diiodo-2,2-dimethylpropane

: 1054637-47-6
3-Phenyl-propionic acid (3R,6S)-6-{(R)-2-[(4R,5S,6R)-6-((E)-3,3-dimethyl-but-1-enyl)-5-hydroxy-2,2-dimethyl-[1,3]dioxan-4-yl]-2-methoxy-acetylamino}-7-oxo-azepan-3-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 63 percent / CrCl₂ / tetrahydrofuran; dimethylformamide / 1.5 h / 20 °C

2: 42 percent / diisopropylethylamine / propan-2-ol / Heating

3: 91 percent / TBAF / tetrahydrofuran / 3 h / 20 °C

4: Et₃N; DMAP / CH₂Cl₂ / 3 h / 20 °C

With chromium dichloride; dmap; tetrabutyl ammonium fluoride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/jm010188c

Reference yield:

: 270902-68-6
(3S, 6R)-3-(tert-butoxycarbonyl)aminohexahydro-6-hydroxy-2H-azepin-2-one

: 1054637-47-6
3-Phenyl-propionic acid (3R,6S)-6-{(R)-2-[(4R,5S,6R)-6-((E)-3,3-dimethyl-but-1-enyl)-5-hydroxy-2,2-dimethyl-[1,3]dioxan-4-yl]-2-methoxy-acetylamino}-7-oxo-azepan-3-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 78 percent / imidazole / dimethylformamide / 20 °C

2: 96 percent / trimethylsilyl iodide / CH₂Cl₂ / 0.75 h / -78 - 0 °C

3: 42 percent / diisopropylethylamine / propan-2-ol / Heating

4: 91 percent / TBAF / tetrahydrofuran / 3 h / 20 °C

5: Et₃N; DMAP / CH₂Cl₂ / 3 h / 20 °C

With 1H-imidazole; dmap; trimethylsilyl iodide; tetrabutyl ammonium fluoride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/jm010188c