3-[1-Methyl-1-(4-nitro-benzoyloxy)-ethyl]-bicyclo[1.1.1]pentane-1-carboxylic acid methyl ester

Base Information

Chemical Name:3-[1-Methyl-1-(4-nitro-benzoyloxy)-ethyl]-bicyclo[1.1.1]pentane-1-carboxylic acid methyl ester
CAS No.:83249-22-3
Molecular Formula:C₁₇H₁₉NO₆
Molecular Weight:333.341
Hs Code.:

Synonyms:3-[1-Methyl-1-(4-nitro-benzoyloxy)-ethyl]-bicyclo[1.1.1]pentane-1-carboxylic acid methyl ester

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Chemical Property of 3-[1-Methyl-1-(4-nitro-benzoyloxy)-ethyl]-bicyclo[1.1.1]pentane-1-carboxylic acid methyl ester

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Technology Process of 3-[1-Methyl-1-(4-nitro-benzoyloxy)-ethyl]-bicyclo[1.1.1]pentane-1-carboxylic acid methyl ester

There total 6 articles about 3-[1-Methyl-1-(4-nitro-benzoyloxy)-ethyl]-bicyclo[1.1.1]pentane-1-carboxylic acid methyl 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: 64.0%

: 83249-19-8
3-carbomethoxy-1-(2-hydroxy-2-propyl)bicyclo<1.1.1>pentane

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

: 83249-22-3
3-[1-Methyl-1-(4-nitro-benzoyloxy)-ethyl]-bicyclo[1.1.1]pentane-1-carboxylic acid methyl ester

Guidance literature:: With dmap; In pyridine; at 43 ℃; for 46h;
DOI:10.1021/jo00146a031

Reference yield:

: 65862-03-5
methyl 3-phenyl-2,2-dichlorobicyclo<1.1.1>pentanecarboxylate

: 83249-22-3
3-[1-Methyl-1-(4-nitro-benzoyloxy)-ethyl]-bicyclo[1.1.1]pentane-1-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) tri-n-butyltin hydride, azobis(isobutyronitrile), 2.) NaOH / 1.) 130 deg C, 76 h, 2.) H₂O, heating, 2 h

2: 93 percent / diethyl ether / 0.5 h / -20 °C

3: 62 percent / Clorox/NaOCl, RuO₂*2H₂O / CCl₄ / 47 h

4: tetrahydrofuran; diethyl ether / 6 h / Ambient temperature

5: diethyl ether / 2 h / -20 °C

6: 64 percent / 4-(dimethylamino)pyridine / pyridine / 46 h / 43 °C

With dmap; ruthenium(IV) oxide; sodium hydroxide; sodium hypochlorite; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In tetrahydrofuran; pyridine; tetrachloromethane; diethyl ether;
DOI:10.1021/jo00146a031

Reference yield:

: 83249-10-9
3‐(methoxycarbonyl)bicyclo[1.1.1]pentane‐1‐carboxylic acid

: 83249-22-3
3-[1-Methyl-1-(4-nitro-benzoyloxy)-ethyl]-bicyclo[1.1.1]pentane-1-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: tetrahydrofuran; diethyl ether / 6 h / Ambient temperature

2: diethyl ether / 2 h / -20 °C

3: 64 percent / 4-(dimethylamino)pyridine / pyridine / 46 h / 43 °C

With dmap; In tetrahydrofuran; pyridine; diethyl ether;
DOI:10.1021/jo00146a031