(S)-diisopropyl 3-((4-chloro-3-nitrobenzoyloxy)methyl)-3-methyl-4-methylenecyclopentane-1,1-dicarboxylate

Base Information

Chemical Name:(S)-diisopropyl 3-((4-chloro-3-nitrobenzoyloxy)methyl)-3-methyl-4-methylenecyclopentane-1,1-dicarboxylate
CAS No.:1383738-96-2
Molecular Formula:C₂₃H₂₈ClNO₈
Molecular Weight:481.93
Hs Code.:

Synonyms:(S)-diisopropyl 3-((4-chloro-3-nitrobenzoyloxy)methyl)-3-methyl-4-methylenecyclopentane-1,1-dicarboxylate

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Chemical Property of (S)-diisopropyl 3-((4-chloro-3-nitrobenzoyloxy)methyl)-3-methyl-4-methylenecyclopentane-1,1-dicarboxylate

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Technology Process of (S)-diisopropyl 3-((4-chloro-3-nitrobenzoyloxy)methyl)-3-methyl-4-methylenecyclopentane-1,1-dicarboxylate

There total 3 articles about (S)-diisopropyl 3-((4-chloro-3-nitrobenzoyloxy)methyl)-3-methyl-4-methylenecyclopentane-1,1-dicarboxylate 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: 87.0%

: 1383738-94-0
(S)-diisopropyl 3-(hydroxymethyl)-3-methyl-4-methylenecyclopentane-1,1-dicarboxylate

: 38818-50-7
4-chloro-3-nitro-benzoyl chloride

: 1383738-96-2
(S)-diisopropyl 3-((4-chloro-3-nitrobenzoyloxy)methyl)-3-methyl-4-methylenecyclopentane-1,1-dicarboxylate

Guidance literature:: With dmap; triethylamine; In 1,2-dichloro-ethane; at 20 ℃; for 1h; optical yield given as %ee;
DOI:10.1039/c2cc32823b

Reference yield:

: 1256270-25-3
diisopropyl 2-(2-methyl-3-oxopropyl)-2-(prop-2-ynyl)malonate

: 1383738-96-2
(S)-diisopropyl 3-((4-chloro-3-nitrobenzoyloxy)methyl)-3-methyl-4-methylenecyclopentane-1,1-dicarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: copper(II) trifluoromethanesulfonate; (R)-3,5-di-tert-butyl-4-methoxyphenyl-(6,6’-dimethoxybiphenyl-2,2’-diyl)-bis(diphenylphosphine); cyclohexylamine / 1,4-dioxane / 96 h / 20 °C / Inert atmosphere

2: sodium tetrahydroborate / ethanol / 0.5 h / 0 - 5 °C

3: dmap; triethylamine / 1,2-dichloro-ethane / 1 h / 20 °C

With dmap; sodium tetrahydroborate; copper(II) trifluoromethanesulfonate; (R)-3,5-di-tert-butyl-4-methoxyphenyl-(6,6’-dimethoxybiphenyl-2,2’-diyl)-bis(diphenylphosphine); cyclohexylamine; triethylamine; In 1,4-dioxane; ethanol; 1,2-dichloro-ethane;
DOI:10.1039/c2cc32823b

Reference yield:

: 1383738-83-7
(S)-diisopropyl 3-formyl-3-methyl-4-methylenecyclopentane-1,1-dicarboxylate

: 1383738-96-2
(S)-diisopropyl 3-((4-chloro-3-nitrobenzoyloxy)methyl)-3-methyl-4-methylenecyclopentane-1,1-dicarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: sodium tetrahydroborate / ethanol / 0.5 h / 0 - 5 °C

2: dmap; triethylamine / 1,2-dichloro-ethane / 1 h / 20 °C

With dmap; sodium tetrahydroborate; triethylamine; In ethanol; 1,2-dichloro-ethane;
DOI:10.1039/c2cc32823b