(3R,5R)-3-benzoyloxy-1-(ortho-hydroxy)phenyl-5-methoxymethyl-2-pyrrolidinone

Base Information

Chemical Name:(3R,5R)-3-benzoyloxy-1-(ortho-hydroxy)phenyl-5-methoxymethyl-2-pyrrolidinone
CAS No.:261911-68-6
Molecular Formula:C₁₉H₁₉NO₅
Molecular Weight:341.364
Hs Code.:

Synonyms:(3R,5R)-3-benzoyloxy-1-(ortho-hydroxy)phenyl-5-methoxymethyl-2-pyrrolidinone

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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 (3R,5R)-3-benzoyloxy-1-(ortho-hydroxy)phenyl-5-methoxymethyl-2-pyrrolidinone

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Technology Process of (3R,5R)-3-benzoyloxy-1-(ortho-hydroxy)phenyl-5-methoxymethyl-2-pyrrolidinone

There total 9 articles about (3R,5R)-3-benzoyloxy-1-(ortho-hydroxy)phenyl-5-methoxymethyl-2-pyrrolidinone 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: 55.0%

: benzoic acid 1-[2-(tert-butyl-diphenyl-silanyloxy)-phenyl]-5-methoxymethyl-2-oxo-pyrrolidin-3-yl ester

: 261911-68-6
(3R,5R)-3-benzoyloxy-1-(ortho-hydroxy)phenyl-5-methoxymethyl-2-pyrrolidinone

: (3S,5R)-3-benzoyloxy-1-(ortho-hydroxy)phenyl-5-methoxymethyl-2-pyrrolidinone

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1021/jo991578y

Reference yield:

: 20012-63-9
o-(benzyloxy)aniline

: 261911-68-6
(3R,5R)-3-benzoyloxy-1-(ortho-hydroxy)phenyl-5-methoxymethyl-2-pyrrolidinone

Guidance literature:: Multi-step reaction with 7 steps

1.1: 77 percent / Me₃AL / toluene; hexane / Thermolysis

2.1: Et₃N / CH₂Cl₂

3.1: t-BuOK / toluene / 20 °C

4.1: H₂ / Pd/C / ethyl acetate / 5 h

4.2: 92 percent / NaH / tetrahydrofuran / 3 h / 20 °C

5.1: lithium 2,2,6,6-tetramethylpiperidide; Davis reagent / tetrahydrofuran / -95 °C

6.1: Et₃N / CH₂Cl₂ / 2 h / 20 °C

7.1: 55 percent / TBAF / tetrahydrofuran / 1 h / 20 °C

With Davis reagent; potassium tert-butylate; 2,2,6,6-tetramethylpiperidinyl-lithium; tetrabutyl ammonium fluoride; hydrogen; trimethylaluminum; triethylamine; palladium on activated charcoal; In tetrahydrofuran; hexane; dichloromethane; ethyl acetate; toluene; 1.1: Substitution / 2.1: Substitution / 3.1: Cyclization / 4.1: Hydrogenolysis / 4.2: Substitution / 5.1: Oxidation / 6.1: Acylation / 7.1: Substitution;
DOI:10.1021/jo991578y

Reference yield:

: 96845-45-3,261911-63-1
(S)-(+)-5-methoxymethyl-2-oxotetrahydrofuran

: 261911-68-6
(3R,5R)-3-benzoyloxy-1-(ortho-hydroxy)phenyl-5-methoxymethyl-2-pyrrolidinone

Guidance literature:: Multi-step reaction with 7 steps

1.1: 77 percent / Me₃AL / toluene; hexane / Thermolysis

2.1: Et₃N / CH₂Cl₂

3.1: t-BuOK / toluene / 20 °C

4.1: H₂ / Pd/C / ethyl acetate / 5 h

4.2: 92 percent / NaH / tetrahydrofuran / 3 h / 20 °C

5.1: lithium 2,2,6,6-tetramethylpiperidide; Davis reagent / tetrahydrofuran / -95 °C

6.1: Et₃N / CH₂Cl₂ / 2 h / 20 °C

7.1: 55 percent / TBAF / tetrahydrofuran / 1 h / 20 °C

With Davis reagent; potassium tert-butylate; 2,2,6,6-tetramethylpiperidinyl-lithium; tetrabutyl ammonium fluoride; hydrogen; trimethylaluminum; triethylamine; palladium on activated charcoal; In tetrahydrofuran; hexane; dichloromethane; ethyl acetate; toluene; 1.1: Substitution / 2.1: Substitution / 3.1: Cyclization / 4.1: Hydrogenolysis / 4.2: Substitution / 5.1: Oxidation / 6.1: Acylation / 7.1: Substitution;
DOI:10.1021/jo991578y