1,1-dimethylethyl (3S)-3-[(S)-hydroxyphenylmethyl]-1-pyrrolidinecarboxylate

Base Information

Chemical Name:1,1-dimethylethyl (3S)-3-[(S)-hydroxyphenylmethyl]-1-pyrrolidinecarboxylate
CAS No.:1204677-43-9
Molecular Formula:C₁₆H₂₃NO₃
Molecular Weight:277.364
Hs Code.:

Synonyms:1,1-dimethylethyl (3S)-3-[(S)-hydroxyphenylmethyl]-1-pyrrolidinecarboxylate

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Chemical Property of 1,1-dimethylethyl (3S)-3-[(S)-hydroxyphenylmethyl]-1-pyrrolidinecarboxylate

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Technology Process of 1,1-dimethylethyl (3S)-3-[(S)-hydroxyphenylmethyl]-1-pyrrolidinecarboxylate

There total 2 articles about 1,1-dimethylethyl (3S)-3-[(S)-hydroxyphenylmethyl]-1-pyrrolidinecarboxylate 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:

: 100-58-3
phenylmagnesium bromide

: 191348-04-6
(S)-3-formylpyrrolidine-1-carboxylic acid t-butyl ester

: 1204677-43-9
1,1-dimethylethyl (3S)-3-[(S)-hydroxyphenylmethyl]-1-pyrrolidinecarboxylate

: 1204677-42-8
(S)-3-((R)-hydroxyphenylmethyl)pyrrolidine-1-carboxylic acid t-butyl ester

Guidance literature:: phenylmagnesium bromide; (S)-3-formylpyrrolidine-1-carboxylic acid t-butyl ester; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;

With water; ammonium chloride; In tetrahydrofuran;

Reference yield:

: 199174-24-8
tert-butyl (3S)-3-(hydroxymethyl)pyrrolidine-1-carboxylate

: 1204677-43-9
1,1-dimethylethyl (3S)-3-[(S)-hydroxyphenylmethyl]-1-pyrrolidinecarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium bromide; sodium hypochlorite; sodium hydrogencarbonate / dichloromethane; water / 0.17 h / 0 °C

2: tetrahydrofuran / -78 - 20 °C / Inert atmosphere

With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; potassium bromide; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/j.bmcl.2012.12.061

Reference yield:

: 402-44-8
4-Fluorobenzotrifluoride

: 1204677-43-9
1,1-dimethylethyl (3S)-3-[(S)-hydroxyphenylmethyl]-1-pyrrolidinecarboxylate

: C₂₃H₂₆F₃NO₃

Guidance literature:: 1,1-dimethylethyl (3S)-3-[(S)-hydroxyphenylmethyl]-1-pyrrolidinecarboxylate; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 0.25h;

4-Fluorobenzotrifluoride; In N,N-dimethyl-formamide; at 70 ℃; for 3h;
DOI:10.1016/j.bmcl.2012.12.061