(2S,3R,4S)-2-(2,2-Dimethyl-propionyloxymethyl)-3-hydroxy-4-isopropenyl-1-(4-methoxy-benzyl)-4-methyl-5-oxo-pyrrolidine-2-carboxylic acid methyl ester

Base Information

Chemical Name:(2S,3R,4S)-2-(2,2-Dimethyl-propionyloxymethyl)-3-hydroxy-4-isopropenyl-1-(4-methoxy-benzyl)-4-methyl-5-oxo-pyrrolidine-2-carboxylic acid methyl ester
CAS No.:217439-29-7
Molecular Formula:C₂₄H₃₃NO₇
Molecular Weight:447.529
Hs Code.:

(2S,3R,4S)-2-(2,2-Dimethyl-propionyloxymethyl)-3-hydroxy-4-isopropenyl-1-(4-methoxy-benzyl)-4-methyl-5-oxo-pyrrolidine-2-carboxylic acid methyl ester

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Chemical Property of (2S,3R,4S)-2-(2,2-Dimethyl-propionyloxymethyl)-3-hydroxy-4-isopropenyl-1-(4-methoxy-benzyl)-4-methyl-5-oxo-pyrrolidine-2-carboxylic acid methyl ester

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Technology Process of (2S,3R,4S)-2-(2,2-Dimethyl-propionyloxymethyl)-3-hydroxy-4-isopropenyl-1-(4-methoxy-benzyl)-4-methyl-5-oxo-pyrrolidine-2-carboxylic acid methyl ester

There total 2 articles about (2S,3R,4S)-2-(2,2-Dimethyl-propionyloxymethyl)-3-hydroxy-4-isopropenyl-1-(4-methoxy-benzyl)-4-methyl-5-oxo-pyrrolidine-2-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:

: 2-Isopropenyl-malonic acid dimethyl ester

: 217439-29-7
(2S,3R,4S)-2-(2,2-Dimethyl-propionyloxymethyl)-3-hydroxy-4-isopropenyl-1-(4-methoxy-benzyl)-4-methyl-5-oxo-pyrrolidine-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: NaH / dimethylformamide

With sodium hydride; In N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(98)01797-3

Reference yield:

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 20839-80-9
(4-methoxybenzylamino)acetic acid methyl ester

: 3282-30-2
pivaloyl chloride

: 217439-25-3
2-Isopropenyl-2-methyl-malonic acid dimethyl ester

: 2-(2,2-Dimethyl-propionyloxymethyl)-3-hydroxy-4-isopropenyl-1-(4-methoxy-benzyl)-4-methyl-5-oxo-pyrrolidine-2-carboxylic acid methyl ester

: 217439-29-7
(2S,3R,4S)-2-(2,2-Dimethyl-propionyloxymethyl)-3-hydroxy-4-isopropenyl-1-(4-methoxy-benzyl)-4-methyl-5-oxo-pyrrolidine-2-carboxylic acid methyl ester

Guidance literature:: Yield given. Multistep reaction. Yields of byproduct given;
DOI:10.1016/S0040-4039(98)01797-3

Reference yield:

: 217439-29-7
(2S,3R,4S)-2-(2,2-Dimethyl-propionyloxymethyl)-3-hydroxy-4-isopropenyl-1-(4-methoxy-benzyl)-4-methyl-5-oxo-pyrrolidine-2-carboxylic acid methyl ester

: (2S,3R,4R)-3-Hydroxy-2-((R)-1-hydroxy-2-methyl-propyl)-1-(4-methoxy-benzyl)-4-methyl-5-oxo-pyrrolidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 2,6-lutidine / CH₂Cl₂ / 5 h / 23 °C

2: NaOMe / methanol / 4 h / 23 °C

3: 95 percent / OsO₄, NaIO₄ / dioxane; H₂O / 48 h / 23 °C

4: 99 percent / CH₂Cl₂ / 1 h / 23 °C / Dess-Martin periodination

5: 2) TMSCl, 3) hydrogen, 4) TFA / 3) 10percent Pd/C / 2) THF, -50 deg C, 0.5 h, 3) EtOH, 23 deg C, 2 h, 4) H₂O, 60 deg C, 2 h

6: LiOH / H₂O / 1 h / 80 °C

With 2,6-dimethylpyridine; lithium hydroxide; sodium periodate; osmium(VIII) oxide; chloro-trimethyl-silane; hydrogen; sodium methylate; trifluoroacetic acid; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; water;
DOI:10.1016/S0040-4039(98)01797-3