(2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-3-((4S,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-2-methoxy-N-((S)-2-oxo-azepan-3-yl)-propionamide

Base Information

Chemical Name:(2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-3-((4S,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-2-methoxy-N-((S)-2-oxo-azepan-3-yl)-propionamide
CAS No.:870093-45-1
Molecular Formula:C₂₃H₄₂N₂O₆Si
Molecular Weight:470.682
Hs Code.:

Synonyms:(2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-3-((4S,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-2-methoxy-N-((S)-2-oxo-azepan-3-yl)-propionamide

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Chemical Property of (2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-3-((4S,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-2-methoxy-N-((S)-2-oxo-azepan-3-yl)-propionamide

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Technology Process of (2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-3-((4S,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-2-methoxy-N-((S)-2-oxo-azepan-3-yl)-propionamide

There total 1 articles about (2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-3-((4S,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-2-methoxy-N-((S)-2-oxo-azepan-3-yl)-propionamide 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:

: 870093-43-9
(2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-3-((4S,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-2-methoxy-propionic acid

: 21568-87-6
2-aminocaprolactam

: 870093-45-1
(2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-3-((4S,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-2-methoxy-N-((S)-2-oxo-azepan-3-yl)-propionamide

Guidance literature:: With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 25 ℃; for 3h;
DOI:10.1021/jo0516032

Reference yield:

: 870093-45-1
(2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-3-((4S,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-2-methoxy-N-((S)-2-oxo-azepan-3-yl)-propionamide

: 870093-68-8
(2R,3R)-3-[(4R,5R)-2,2-Dimethyl-5-((E)-styryl)-[1,3]dioxolan-4-yl]-3-hydroxy-2-methoxy-N-((S)-2-oxo-azepan-3-yl)-propionamide

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent Turnov_. / second-generation Hoveyda-Grubbs catalyst / CH₂Cl₂ / 40 °C

2: TBAF / tetrahydrofuran / 0.33 h / 25 °C

With tetrabutyl ammonium fluoride; [1,3-bis-(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro(O-isopropoxyphenylmethylene)ruthenium; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo0516032

Reference yield:

: 870093-45-1
(2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-3-((4S,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-2-methoxy-N-((S)-2-oxo-azepan-3-yl)-propionamide

: (E)-(2R,3R,4S,5R)-3,4,5-Trihydroxy-2-methoxy-7-phenyl-hept-6-enoic acid ((S)-2-oxo-azepan-3-yl)-amide

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent Turnov_. / second-generation Hoveyda-Grubbs catalyst / CH₂Cl₂ / 40 °C

2: TBAF / tetrahydrofuran / 0.33 h / 25 °C

3: 8.5 mg / AcOH; water / 3 h / 60 °C

With tetrabutyl ammonium fluoride; water; acetic acid; [1,3-bis-(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro(O-isopropoxyphenylmethylene)ruthenium; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo0516032