5-[(4,4-dimethyl-5-methylene-dihydro-furan-2-ylidene)-phenyl-methyl]-3,4-dimethyl-1H-pyrrole-2-carboxylic acid tert-butyl ester

Base Information

Chemical Name:5-[(4,4-dimethyl-5-methylene-dihydro-furan-2-ylidene)-phenyl-methyl]-3,4-dimethyl-1H-pyrrole-2-carboxylic acid tert-butyl ester
CAS No.:864682-18-8
Molecular Formula:C₂₅H₃₁NO₃
Molecular Weight:393.526
Hs Code.:

Synonyms:5-[(4,4-dimethyl-5-methylene-dihydro-furan-2-ylidene)-phenyl-methyl]-3,4-dimethyl-1H-pyrrole-2-carboxylic acid tert-butyl ester

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Chemical Property of 5-[(4,4-dimethyl-5-methylene-dihydro-furan-2-ylidene)-phenyl-methyl]-3,4-dimethyl-1H-pyrrole-2-carboxylic acid tert-butyl ester

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Technology Process of 5-[(4,4-dimethyl-5-methylene-dihydro-furan-2-ylidene)-phenyl-methyl]-3,4-dimethyl-1H-pyrrole-2-carboxylic acid tert-butyl ester

There total 6 articles about 5-[(4,4-dimethyl-5-methylene-dihydro-furan-2-ylidene)-phenyl-methyl]-3,4-dimethyl-1H-pyrrole-2-carboxylic acid tert-butyl 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: 87.0%

: 864681-96-9
5-[(4,4-dimethyl-5-oxo-dihydro-furan-2-ylidene)-phenyl-methyl]-3,4-dimethyl-1H-pyrrole-2-carboxylic acid tert-butyl ester

: 917-54-4
methyllithium

: 864682-18-8
5-[(4,4-dimethyl-5-methylene-dihydro-furan-2-ylidene)-phenyl-methyl]-3,4-dimethyl-1H-pyrrole-2-carboxylic acid tert-butyl ester

Guidance literature:: methyllithium; With bis(cyclopentadienyl)titanium dichloride; In diethyl ether; toluene; at 0 ℃; for 1h;

5-[(4,4-dimethyl-5-oxo-dihydro-furan-2-ylidene)-phenyl-methyl]-3,4-dimethyl-1H-pyrrole-2-carboxylic acid tert-butyl ester; With bis(cyclopentadienyl)titanium dichloride; In toluene; at 80 ℃; for 6h;

With sodium hydrogencarbonate; In methanol; toluene; at 40 ℃; for 12h;
DOI:10.1021/jo050907l

Reference yield:

: 864681-96-9
5-[(4,4-dimethyl-5-oxo-dihydro-furan-2-ylidene)-phenyl-methyl]-3,4-dimethyl-1H-pyrrole-2-carboxylic acid tert-butyl ester

: 864682-18-8
5-[(4,4-dimethyl-5-methylene-dihydro-furan-2-ylidene)-phenyl-methyl]-3,4-dimethyl-1H-pyrrole-2-carboxylic acid tert-butyl ester

Guidance literature:: In toluene; Heating;
DOI:10.1021/ja0780075

Reference yield:

: 334474-15-6
2,2-dimethyl-5-phenyl-pent-4-ynoic acid

: 864682-18-8
5-[(4,4-dimethyl-5-methylene-dihydro-furan-2-ylidene)-phenyl-methyl]-3,4-dimethyl-1H-pyrrole-2-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 85 percent / BnNEt₃Cl; Et₃N; Pd(PPh₃)4 / acetonitrile / 17 h / Heating

2.1: TiCp₂Cl₂ / toluene; diethyl ether / 1 h / 0 °C

2.2: TiCp₂Cl₂ / toluene / 6 h / 80 °C

2.3: 87 percent / aq. NaHCO₃ / toluene; methanol / 12 h / 40 °C

With bis(cyclopentadienyl)titanium dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-benzyl-N,N,N-triethylammonium chloride; triethylamine; In diethyl ether; toluene; acetonitrile;
DOI:10.1021/jo050907l