(R)-(-)-methyl 4-{[1-(4-tert-butylphenyl)-2-oxo-pyrrolidin-4-yl]}methoxybenzoate

Base Information

Chemical Name:(R)-(-)-methyl 4-{[1-(4-tert-butylphenyl)-2-oxo-pyrrolidin-4-yl]}methoxybenzoate
CAS No.:155730-89-5
Molecular Formula:C₂₃H₂₇NO₄
Molecular Weight:381.472
Hs Code.:

Synonyms:(R)-(-)-methyl 4-{[1-(4-tert-butylphenyl)-2-oxo-pyrrolidin-4-yl]}methoxybenzoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (R)-(-)-methyl 4-{[1-(4-tert-butylphenyl)-2-oxo-pyrrolidin-4-yl]}methoxybenzoate

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Technology Process of (R)-(-)-methyl 4-{[1-(4-tert-butylphenyl)-2-oxo-pyrrolidin-4-yl]}methoxybenzoate

There total 7 articles about (R)-(-)-methyl 4-{[1-(4-tert-butylphenyl)-2-oxo-pyrrolidin-4-yl]}methoxybenzoate 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: 93.8%

: 99-76-3,156291-94-0
methyl 4-hydroxylbenzoate

: 155730-87-3
(R)-(-)-[1-(4-tert-butylphenyl)-2-oxo-pyrrolidine-4-yl]methyl methanesulfonate

: 155730-89-5
(R)-(-)-methyl 4-{[1-(4-tert-butylphenyl)-2-oxo-pyrrolidin-4-yl]}methoxybenzoate

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 37h;
DOI:10.1248/cpb.47.1549

Reference yield: 43.8%

: 133747-84-9
methyl 4-<1-(4-t-butylphenyl)-2-oxo-pyrrolidin-4-yl>-methyloxybenzoate

: 155730-89-5
(R)-(-)-methyl 4-{[1-(4-tert-butylphenyl)-2-oxo-pyrrolidin-4-yl]}methoxybenzoate

: 155730-90-8
(S)-(+)-methyl 4-{[1-(4-tert-butylphenyl)-2-oxo-pyrrolidin-4-yl]methoxy}benzoate

Guidance literature:: at 40 ℃; Chiralcel OJ column chromatography;
DOI:10.1248/cpb.47.1549

Reference yield:

: 133747-81-6
(+/-)-1-(4-tert-butylphenyl)-2-oxo-pyrrolidine-4-carboxylic acid

: 155730-89-5
(R)-(-)-methyl 4-{[1-(4-tert-butylphenyl)-2-oxo-pyrrolidin-4-yl]}methoxybenzoate

Guidance literature:: Multi-step reaction with 6 steps

1: thionyl chloride / CH₂Cl₂ / 1 h / Heating

2: 5.7 g / Et₃N / CH₂Cl₂ / 4 h / 20 °C

3: 42.4 percent / N₂O₄; AcONa / CCl₄; CH₂Cl₂ / 13 h / 20 - 50 °C

4: 59.2 percent / BH₃ / tetrahydrofuran; CH₂Cl₂ / 2 h / 0 - 3 °C

5: 91.3 percent / Et₃N / CH₂Cl₂ / 1 h / 0 - 5 °C

6: 93.8 percent / K₂CO₃ / dimethylformamide / 37 h / 60 °C

With thionyl chloride; borane; sodium acetate; dinitrogen tetraoxide; potassium carbonate; triethylamine; In tetrahydrofuran; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide; 1: Substitution / 2: Acylation / 3: Deamination / 4: Reduction / 5: mesylation / 6: Etherification;
DOI:10.1248/cpb.47.1549