1-Pyrrolidinecarboxylic acid, 2-[(2R)-2-hydroxypropyl]-, phenylmethyl ester, (2S)-

Base Information

Chemical Name:1-Pyrrolidinecarboxylic acid, 2-[(2R)-2-hydroxypropyl]-, phenylmethyl ester, (2S)-
CAS No.:929020-32-6
Molecular Formula:C15H21NO3
Molecular Weight:263.337
Hs Code.:

Synonyms:

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Chemical Property of 1-Pyrrolidinecarboxylic acid, 2-[(2R)-2-hydroxypropyl]-, phenylmethyl ester, (2S)-

Chemical Property:

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Technology Process of 1-Pyrrolidinecarboxylic acid, 2-[(2R)-2-hydroxypropyl]-, phenylmethyl ester, (2S)-

There total 7 articles about 1-Pyrrolidinecarboxylic acid, 2-[(2R)-2-hydroxypropyl]-, phenylmethyl ester, (2S)- 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:

: 1230072-98-6
benzyl (2S)-2-[2-oxopropyl]pyrrolidine-1-carboxylate

: 929020-33-7
C₁₅H₂₁NO₃

: 929020-32-6
C₁₅H₂₁NO₃

Guidance literature:: benzyl (2S)-2-[2-oxopropyl]pyrrolidine-1-carboxylate; With lithium tri-t-butoxyaluminum hydride; In tetrahydrofuran; at 0 ℃; for 8h; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; water; at 0 ℃; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1016/j.tetlet.2011.09.118

Reference yield:

: 6216-63-3
N-Cbz-Prolinol

: 929020-33-7
C₁₅H₂₁NO₃

: 929020-32-6
C₁₅H₂₁NO₃

Guidance literature:: Multi-step reaction with 5 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / -78 °C

1.2: -78 °C

2.1: potassium hydroxide / methanol; water / 0.17 h

2.2: 1 h / 20 °C

3.1: methanesulfonyl chloride / dichloromethane / 0.33 h / 0 °C

3.2: 0.33 h / 0 °C

4.1: sodium tetrahydroborate / methanol / 2 h / 0 - 20 °C

4.2: 18 h / 0 - 20 °C

5.1: zinc(II) tetrahydroborate / tetrahydrofuran / 8 h / 0 °C / Inert atmosphere

5.2: 0 °C / Inert atmosphere

With sodium tetrahydroborate; zinc(II) tetrahydroborate; oxalyl dichloride; dimethyl sulfoxide; methanesulfonyl chloride; potassium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; 1.1: Swern oxidation / 1.2: Swern oxidation / 2.1: Henry reaction / 2.2: Henry reaction / 4.1: Nef reaction / 4.2: Nef reaction;
DOI:10.1016/j.tetlet.2011.09.118

Reference yield:

: 71461-30-8
(S)-2-formylpyrrolidine-1-carboxylic acid benzyl ester

: 929020-33-7
C₁₅H₂₁NO₃

: 929020-32-6
C₁₅H₂₁NO₃

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium hydroxide / methanol; water / 0.17 h

1.2: 1 h / 20 °C

2.1: methanesulfonyl chloride / dichloromethane / 0.33 h / 0 °C

2.2: 0.33 h / 0 °C

3.1: sodium tetrahydroborate / methanol / 2 h / 0 - 20 °C

3.2: 18 h / 0 - 20 °C

4.1: zinc(II) tetrahydroborate / tetrahydrofuran / 8 h / 0 °C / Inert atmosphere

4.2: 0 °C / Inert atmosphere

With sodium tetrahydroborate; zinc(II) tetrahydroborate; methanesulfonyl chloride; potassium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; 1.1: Henry reaction / 1.2: Henry reaction / 3.1: Nef reaction / 3.2: Nef reaction;
DOI:10.1016/j.tetlet.2011.09.118