4-Nitro-benzoic acid (3aS,4aS,7S,8aS,10R,10aS)-7-bromo-4a,8,8-trimethyl-1-oxo-dodecahydro-2,4-dioxa-benzo[f]azulen-10-yl ester

Base Information

Chemical Name:4-Nitro-benzoic acid (3aS,4aS,7S,8aS,10R,10aS)-7-bromo-4a,8,8-trimethyl-1-oxo-dodecahydro-2,4-dioxa-benzo[f]azulen-10-yl ester
CAS No.:83289-33-2
Molecular Formula:C₂₂H₂₆BrNO₇
Molecular Weight:496.355
Hs Code.:

Synonyms:4-Nitro-benzoic acid (3aS,4aS,7S,8aS,10R,10aS)-7-bromo-4a,8,8-trimethyl-1-oxo-dodecahydro-2,4-dioxa-benzo[f]azulen-10-yl ester

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Chemical Property of 4-Nitro-benzoic acid (3aS,4aS,7S,8aS,10R,10aS)-7-bromo-4a,8,8-trimethyl-1-oxo-dodecahydro-2,4-dioxa-benzo[f]azulen-10-yl ester

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Technology Process of 4-Nitro-benzoic acid (3aS,4aS,7S,8aS,10R,10aS)-7-bromo-4a,8,8-trimethyl-1-oxo-dodecahydro-2,4-dioxa-benzo[f]azulen-10-yl ester

There total 4 articles about 4-Nitro-benzoic acid (3aS,4aS,7S,8aS,10R,10aS)-7-bromo-4a,8,8-trimethyl-1-oxo-dodecahydro-2,4-dioxa-benzo[f]azulen-10-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:

: 122-04-3
4-nitro-benzoyl chloride

: 83289-33-2
4-Nitro-benzoic acid (3aS,4aS,7S,8aS,10R,10aS)-7-bromo-4a,8,8-trimethyl-1-oxo-dodecahydro-2,4-dioxa-benzo[f]azulen-10-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 66 percent / 4-(dimethylamino)pyridine / CH₂Cl₂; pyridine / 0.5 h

2: 1.) Hg(TFA)2, KBr, 2.) pyHBr₃ / 1.) -23 deg C -> room temperature, 1 h, 2.) CH₂Cl₂, pyridine, 14 h

3: 1.) TFA, 2.) Et₃N / 1.) CH₂Cl₂, 2.) CH₃CN

With dmap; mercury(II) trifluoroacetate; pyridinium hydrobromide perbromide; triethylamine; trifluoroacetic acid; potassium bromide; In pyridine; dichloromethane;
DOI:10.1021/ja00388a038

Reference yield:

: 83220-43-3
1R-<1α(αS^*,βS^*),2β,5α>-(+/-)-tert-butyl 5-bromo-α-ethenyl-β,2-dihydroxy-2,6,6-trimethylcyclohexanebutanoate

: 83289-33-2
4-Nitro-benzoic acid (3aS,4aS,7S,8aS,10R,10aS)-7-bromo-4a,8,8-trimethyl-1-oxo-dodecahydro-2,4-dioxa-benzo[f]azulen-10-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 66 percent / 4-(dimethylamino)pyridine / CH₂Cl₂; pyridine / 0.5 h

2: 1.) Hg(TFA)2, KBr, 2.) pyHBr₃ / 1.) -23 deg C -> room temperature, 1 h, 2.) CH₂Cl₂, pyridine, 14 h

3: 1.) TFA, 2.) Et₃N / 1.) CH₂Cl₂, 2.) CH₃CN

With dmap; mercury(II) trifluoroacetate; pyridinium hydrobromide perbromide; triethylamine; trifluoroacetic acid; potassium bromide; In pyridine; dichloromethane;
DOI:10.1021/ja00388a038

Reference yield:

: 83289-30-9
(2R,3R,4S,5aR,7R,9aR)-7-Bromo-2-bromomethyl-6,6,9a-trimethyl-4-(4-nitro-benzoyloxy)-decahydro-benzo[b]oxepine-3-carboxylic acid tert-butyl ester

: 83289-33-2
4-Nitro-benzoic acid (3aS,4aS,7S,8aS,10R,10aS)-7-bromo-4a,8,8-trimethyl-1-oxo-dodecahydro-2,4-dioxa-benzo[f]azulen-10-yl ester

Guidance literature:: With triethylamine; trifluoroacetic acid; Yield given. Multistep reaction; 1.) CH₂Cl₂, 2.) CH₃CN;
DOI:10.1021/ja00388a038