(2R)-2-[2-methoxy-6-(methoxymethoxy)benzyl]pyrrolidine-2-carboxylic acid

Base Information

Chemical Name:(2R)-2-[2-methoxy-6-(methoxymethoxy)benzyl]pyrrolidine-2-carboxylic acid
CAS No.:260793-65-5
Molecular Formula:C₁₅H₂₁NO₅
Molecular Weight:295.335
Hs Code.:

Synonyms:(2R)-2-[2-methoxy-6-(methoxymethoxy)benzyl]pyrrolidine-2-carboxylic acid

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Chemical Property of (2R)-2-[2-methoxy-6-(methoxymethoxy)benzyl]pyrrolidine-2-carboxylic acid

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Technology Process of (2R)-2-[2-methoxy-6-(methoxymethoxy)benzyl]pyrrolidine-2-carboxylic acid

There total 5 articles about (2R)-2-[2-methoxy-6-(methoxymethoxy)benzyl]pyrrolidine-2-carboxylic acid 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: 97.0%

: 260793-63-3
(3R,7aR)-3-(tert-butyl)-7a-[2-methoxy-6-(methoxymethoxy)benzyl]perhydropyrrolo[1,2-c][1,3]oxazol-1-one

: 260793-65-5
(2R)-2-[2-methoxy-6-(methoxymethoxy)benzyl]pyrrolidine-2-carboxylic acid

Guidance literature:: With silica gel; In methanol; water; for 62h; Heating;
DOI:10.1021/jo991089y

Reference yield:

: 73220-19-6
6-methoxy-2-(methoxymethoxy)benzaldehyde

: 260793-65-5
(2R)-2-[2-methoxy-6-(methoxymethoxy)benzyl]pyrrolidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 72 percent / LDA / tetrahydrofuran; hexane / 18 h / -78 - 20 °C

2: 75 percent / PPh₃; imidazole; I₂ / toluene; acetonitrile / 18 h / 0 - 20 °C

3: 76 percent / HMPA; 2-propanol; SmI₂ / tetrahydrofuran / 0.17 h / 20 °C

4: 97 percent / SiO₂ / methanol; H₂O / 62 h / Heating

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; samarium diiodide; iodine; silica gel; triphenylphosphine; isopropyl alcohol; lithium diisopropyl amide; In tetrahydrofuran; methanol; hexane; water; toluene; acetonitrile; 1: Addition / 2: Iodination / 3: Reduction / 4: Ring cleavage;
DOI:10.1021/jo991089y

Reference yield:

: 81286-82-0
(2R,5S)-2-tert-butyl-1-aza-3-oxabicyclo[3.3.0]octan-4-one

: 260793-65-5
(2R)-2-[2-methoxy-6-(methoxymethoxy)benzyl]pyrrolidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 72 percent / LDA / tetrahydrofuran; hexane / 18 h / -78 - 20 °C

2: 75 percent / PPh₃; imidazole; I₂ / toluene; acetonitrile / 18 h / 0 - 20 °C

3: 76 percent / HMPA; 2-propanol; SmI₂ / tetrahydrofuran / 0.17 h / 20 °C

4: 97 percent / SiO₂ / methanol; H₂O / 62 h / Heating

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; samarium diiodide; iodine; silica gel; triphenylphosphine; isopropyl alcohol; lithium diisopropyl amide; In tetrahydrofuran; methanol; hexane; water; toluene; acetonitrile; 1: Addition / 2: Iodination / 3: Reduction / 4: Ring cleavage;
DOI:10.1021/jo991089y