(1S,5R,7S)-1,5,7-Trimethyl-2,4-dioxo-3-aza-bicyclo[3.3.1]nonane-7-carboxylic acid 6-pentafluorophenyloxycarbonyl-naphthalen-2-yl ester

Base Information

Chemical Name:(1S,5R,7S)-1,5,7-Trimethyl-2,4-dioxo-3-aza-bicyclo[3.3.1]nonane-7-carboxylic acid 6-pentafluorophenyloxycarbonyl-naphthalen-2-yl ester
CAS No.:124650-87-9
Molecular Formula:C₂₉H₂₂F₅NO₆
Molecular Weight:575.489
Hs Code.:

Synonyms:(1S,5R,7S)-1,5,7-Trimethyl-2,4-dioxo-3-aza-bicyclo[3.3.1]nonane-7-carboxylic acid 6-pentafluorophenyloxycarbonyl-naphthalen-2-yl ester

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Chemical Property of (1S,5R,7S)-1,5,7-Trimethyl-2,4-dioxo-3-aza-bicyclo[3.3.1]nonane-7-carboxylic acid 6-pentafluorophenyloxycarbonyl-naphthalen-2-yl ester

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Technology Process of (1S,5R,7S)-1,5,7-Trimethyl-2,4-dioxo-3-aza-bicyclo[3.3.1]nonane-7-carboxylic acid 6-pentafluorophenyloxycarbonyl-naphthalen-2-yl ester

There total 8 articles about (1S,5R,7S)-1,5,7-Trimethyl-2,4-dioxo-3-aza-bicyclo[3.3.1]nonane-7-carboxylic acid 6-pentafluorophenyloxycarbonyl-naphthalen-2-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: 95.0%

: 771-61-9
2,3,4,5,6-pentafluorophenol

: 124650-91-5
(1S,5R,7S)-1,5,7-Trimethyl-2,4-dioxo-3-aza-bicyclo[3.3.1]nonane-7-carboxylic acid 6-chlorocarbonyl-naphthalen-2-yl ester

: 124650-87-9
(1S,5R,7S)-1,5,7-Trimethyl-2,4-dioxo-3-aza-bicyclo[3.3.1]nonane-7-carboxylic acid 6-pentafluorophenyloxycarbonyl-naphthalen-2-yl ester

Guidance literature:: With triethylamine; In dichloromethane; for 12h; Heating;
DOI:10.1021/ja00023a036

Reference yield:

: 17295-26-0
6-acetoxy-2-naphthoic acid

: 124650-87-9
(1S,5R,7S)-1,5,7-Trimethyl-2,4-dioxo-3-aza-bicyclo[3.3.1]nonane-7-carboxylic acid 6-pentafluorophenyloxycarbonyl-naphthalen-2-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 96 percent / triethylamine / 1 h / Ambient temperature

2: 97 percent / NaHCO₃ / methanol; H₂O / 6 h / Ambient temperature

3: 81 percent / 4-(dimethylamino)pyridine, triethylamine / CH₂Cl₂ / 12 h

4: 89 percent / concd. HCl / acetone / 2 h / 50 °C

5: 100 percent / SOCl₂, DMF / CH₂Cl₂ / 0.5 h / 40 °C

6: 95 percent / triethylamine / CH₂Cl₂ / 12 h / Heating

With hydrogenchloride; dmap; thionyl chloride; sodium hydrogencarbonate; triethylamine; N,N-dimethyl-formamide; In methanol; dichloromethane; water; acetone;
DOI:10.1021/ja00023a036

Reference yield:

: 16712-64-4
6-Hydroxy-2-naphthoic acid

: 124650-87-9
(1S,5R,7S)-1,5,7-Trimethyl-2,4-dioxo-3-aza-bicyclo[3.3.1]nonane-7-carboxylic acid 6-pentafluorophenyloxycarbonyl-naphthalen-2-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 93 percent / pyridine / 2.5 h / Ambient temperature

2: 96 percent / triethylamine / 1 h / Ambient temperature

3: 97 percent / NaHCO₃ / methanol; H₂O / 6 h / Ambient temperature

4: 81 percent / 4-(dimethylamino)pyridine, triethylamine / CH₂Cl₂ / 12 h

5: 89 percent / concd. HCl / acetone / 2 h / 50 °C

6: 100 percent / SOCl₂, DMF / CH₂Cl₂ / 0.5 h / 40 °C

7: 95 percent / triethylamine / CH₂Cl₂ / 12 h / Heating

With pyridine; hydrogenchloride; dmap; thionyl chloride; sodium hydrogencarbonate; triethylamine; N,N-dimethyl-formamide; In methanol; dichloromethane; water; acetone;
DOI:10.1021/ja00023a036