4-nitrobenzoic acid (1R,2R,4S,6R)-4-isopropenyl-1-methyl-7-oxabicyclo[4.1.0]hept-2-yl ester

Base Information

Chemical Name:4-nitrobenzoic acid (1R,2R,4S,6R)-4-isopropenyl-1-methyl-7-oxabicyclo[4.1.0]hept-2-yl ester
CAS No.:214212-01-8
Molecular Formula:C₁₇H₁₉NO₅
Molecular Weight:317.342
Hs Code.:

Synonyms:4-nitrobenzoic acid (1R,2R,4S,6R)-4-isopropenyl-1-methyl-7-oxabicyclo[4.1.0]hept-2-yl ester

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Chemical Property of 4-nitrobenzoic acid (1R,2R,4S,6R)-4-isopropenyl-1-methyl-7-oxabicyclo[4.1.0]hept-2-yl ester

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Technology Process of 4-nitrobenzoic acid (1R,2R,4S,6R)-4-isopropenyl-1-methyl-7-oxabicyclo[4.1.0]hept-2-yl ester

There total 3 articles about 4-nitrobenzoic acid (1R,2R,4S,6R)-4-isopropenyl-1-methyl-7-oxabicyclo[4.1.0]hept-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: 82.0%

: 39903-74-7
(1S,2S,3R,5R)-2,3-epoxy-5-isopropenyl-2-methylcyclohex-2-enol

: 62-23-7
4-nitro-benzoic acid

: 214212-01-8
4-nitrobenzoic acid (1R,2R,4S,6R)-4-isopropenyl-1-methyl-7-oxabicyclo[4.1.0]hept-2-yl ester

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In toluene; for 3h; with/without ice cooling;
DOI:10.1021/jo980764l

Reference yield:

: 7632-16-8,22567-18-6,20307-86-2
(2S,4S)-carveol

: 214212-01-8
4-nitrobenzoic acid (1R,2R,4S,6R)-4-isopropenyl-1-methyl-7-oxabicyclo[4.1.0]hept-2-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: m-CPBA / CH₂Cl₂ / 6.5 h / -40 - -30 °C

2: 82 percent / triphenylphosphine; DEAD / toluene / 3 h / with/without ice cooling

With 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; diethylazodicarboxylate; In dichloromethane; toluene; 1: Epoxidation / 2: Mitsunobu reaction;
DOI:10.1021/jo980764l

Reference yield:

: 2244-16-8,6485-40-1
(S)-p-mentha-6,8-dien-2-one

: 214212-01-8
4-nitrobenzoic acid (1R,2R,4S,6R)-4-isopropenyl-1-methyl-7-oxabicyclo[4.1.0]hept-2-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: sodium dihydridobis(2-methoxyethoxy)aluminate / toluene; tetrahydrofuran / 5 h / -70 °C

2: m-CPBA / CH₂Cl₂ / 6.5 h / -40 - -30 °C

3: 82 percent / triphenylphosphine; DEAD / toluene / 3 h / with/without ice cooling

With 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; sodium bis(2-methoxyethoxy)aluminium dihydride; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; toluene; 1: Reduction / 2: Epoxidation / 3: Mitsunobu reaction;
DOI:10.1021/jo980764l