ethyl (3S)-3-hydroxy-3-{6-[(methylamino)carbonyl]-2-naphthyl}-3-(1-tosyl-1H-imidazol-4-yl)propanoate

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Chemical Name:ethyl (3S)-3-hydroxy-3-{6-[(methylamino)carbonyl]-2-naphthyl}-3-(1-tosyl-1H-imidazol-4-yl)propanoate
CAS No.:1416216-48-2
Molecular Formula:C₂₇H₂₇N₃O₆S
Molecular Weight:521.594
Hs Code.:

Synonyms:ethyl (3S)-3-hydroxy-3-{6-[(methylamino)carbonyl]-2-naphthyl}-3-(1-tosyl-1H-imidazol-4-yl)propanoate

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Chemical Property of ethyl (3S)-3-hydroxy-3-{6-[(methylamino)carbonyl]-2-naphthyl}-3-(1-tosyl-1H-imidazol-4-yl)propanoate

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Technology Process of ethyl (3S)-3-hydroxy-3-{6-[(methylamino)carbonyl]-2-naphthyl}-3-(1-tosyl-1H-imidazol-4-yl)propanoate

There total 6 articles about ethyl (3S)-3-hydroxy-3-{6-[(methylamino)carbonyl]-2-naphthyl}-3-(1-tosyl-1H-imidazol-4-yl)propanoate 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%

: 1416216-47-1
N-methyl-6-[(1-tosyl-1H-imidazol-4-yl)carbonyl]-2-naphthamide

: 5764-82-9
bromo(2-ethoxy-2-oxoethyl)zinc

: 1416216-48-2
ethyl (3S)-3-hydroxy-3-{6-[(methylamino)carbonyl]-2-naphthyl}-3-(1-tosyl-1H-imidazol-4-yl)propanoate

Guidance literature:: With pyridine; quinolin-4-yl((1S,2S,4S,5R)-5-vinyl-quinuclidin-2-yl)methanol; In tetrahydrofuran; at -25 - 0 ℃; for 3.5h;

Reference yield:

: 37622-92-7
1-(p-toluenesulfonyl)-1H-imidazole-4⁽⁵⁾-carboxaldehyde

: 1416216-48-2
ethyl (3S)-3-hydroxy-3-{6-[(methylamino)carbonyl]-2-naphthyl}-3-(1-tosyl-1H-imidazol-4-yl)propanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium; isopropylmagnesium chloride / hexane; tetrahydrofuran / -30 °C / Inert atmosphere

1.2: 4 h / -20 - 0 °C

2.1: manganese(IV) oxide / ISOPROPYLAMIDE / 7 h / 60 °C

3.1: pyridine; quinolin-4-yl((1S,2S,4S,5R)-5-vinyl-quinuclidin-2-yl)methanol / tetrahydrofuran / 3.5 h / -25 - 0 °C

With pyridine; manganese(IV) oxide; n-butyllithium; isopropylmagnesium chloride; quinolin-4-yl((1S,2S,4S,5R)-5-vinyl-quinuclidin-2-yl)methanol; In tetrahydrofuran; hexane; ISOPROPYLAMIDE; 3.1: Reformatsky Reaction;

Reference yield:

: 98-59-9
p-toluenesulfonyl chloride

: 1416216-48-2
ethyl (3S)-3-hydroxy-3-{6-[(methylamino)carbonyl]-2-naphthyl}-3-(1-tosyl-1H-imidazol-4-yl)propanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethylamine / ISOPROPYLAMIDE / 10 °C

2.1: n-butyllithium; isopropylmagnesium chloride / hexane; tetrahydrofuran / -30 °C / Inert atmosphere

2.2: 4 h / -20 - 0 °C

3.1: manganese(IV) oxide / ISOPROPYLAMIDE / 7 h / 60 °C

4.1: pyridine; quinolin-4-yl((1S,2S,4S,5R)-5-vinyl-quinuclidin-2-yl)methanol / tetrahydrofuran / 3.5 h / -25 - 0 °C

With pyridine; manganese(IV) oxide; n-butyllithium; isopropylmagnesium chloride; triethylamine; quinolin-4-yl((1S,2S,4S,5R)-5-vinyl-quinuclidin-2-yl)methanol; In tetrahydrofuran; hexane; ISOPROPYLAMIDE; 4.1: Reformatsky Reaction;