2-Azabicyclo[2.2.2]octane-5-carboxylic acid, 8-(acetyloxy)-4-(methoxymethoxy)-3-oxo-2-(phenylmethyl)-, (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl ester, (1R,4R,5S,8R)-

Base Information

Chemical Name:2-Azabicyclo[2.2.2]octane-5-carboxylic acid, 8-(acetyloxy)-4-(methoxymethoxy)-3-oxo-2-(phenylmethyl)-, (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl ester, (1R,4R,5S,8R)-
CAS No.:660849-39-8
Molecular Formula:C35H45NO7
Molecular Weight:591.745
Hs Code.:

2-Azabicyclo[2.2.2]octane-5-carboxylic acid,
8-(acetyloxy)-4-(methoxymethoxy)-3-oxo-2-(phenylmethyl)-,
(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl ester,
(1R,4R,5S,8R)-

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 2-Azabicyclo[2.2.2]octane-5-carboxylic acid, 8-(acetyloxy)-4-(methoxymethoxy)-3-oxo-2-(phenylmethyl)-, (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl ester, (1R,4R,5S,8R)-

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Technology Process of 2-Azabicyclo[2.2.2]octane-5-carboxylic acid, 8-(acetyloxy)-4-(methoxymethoxy)-3-oxo-2-(phenylmethyl)-, (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl ester, (1R,4R,5S,8R)-

There total 3 articles about 2-Azabicyclo[2.2.2]octane-5-carboxylic acid, 8-(acetyloxy)-4-(methoxymethoxy)-3-oxo-2-(phenylmethyl)-, (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl ester, (1R,4R,5S,8R)- 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: 90.0%

: 660849-38-7
(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl (1R,4R,5R,7S,8S)-8-acetoxy-2-benzyl-4-(methoxymethoxy)-7-iodo-3-oxo-2-azabicyclo[2.2.2]octane-5-carboxylate

: 660849-39-8
(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl (1R,4R,5S,8S)-8-acetoxy-2-benzyl-4-(methoxymethoxy)-3-oxo-2-azabicyclo[2.2.2]octane-5-carboxylate

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 43 ℃; for 2h;
DOI:10.1002/hlca.200390321

Reference yield:

: 660849-28-5
(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl (1R,4R,5S,7R,8R)-2-benzyl-7,8-dihydroxy-4-(methoxymethoxy)-3-oxo-2-azabicyclo[2.2.2]octane-5-carboxylate

: 660849-39-8
(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl (1R,4R,5S,8S)-8-acetoxy-2-benzyl-4-(methoxymethoxy)-3-oxo-2-azabicyclo[2.2.2]octane-5-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: CH₂Cl₂; pyridine / 12 h / 24 °C

1.2: 81 percent / CH₂Cl₂; pyridine / 4 h / 25 Torr

2.1: 95 percent / Bu₄NI / dimethylformamide / 6 h / 80 °C

3.1: 90 percent / 2,2'-azobis(2-methylpropionitrile); Bu₃SnH / toluene / 2 h / 43 °C

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; tetra-(n-butyl)ammonium iodide; In pyridine; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1002/hlca.200390321

Reference yield:

: 660849-30-9
(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl (1R,4R,5S,7R,8R)-8-acetoxy-2-benzyl-4-(methoxymethoxy)-3-oxo-7-[(trifluoromethyl)sulfonyloxy]-2-azabicyclo[2.2.2]octane-5-carboxylate

: 660849-39-8
(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl (1R,4R,5S,8S)-8-acetoxy-2-benzyl-4-(methoxymethoxy)-3-oxo-2-azabicyclo[2.2.2]octane-5-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / Bu₄NI / dimethylformamide / 6 h / 80 °C

2: 90 percent / 2,2'-azobis(2-methylpropionitrile); Bu₃SnH / toluene / 2 h / 43 °C

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; tetra-(n-butyl)ammonium iodide; In N,N-dimethyl-formamide; toluene;
DOI:10.1002/hlca.200390321