(2S)-[1-((S)-2-hydroxy-1-phenylethyl)pyrrolidin-2-yl]acetic acid methyl ester

Base Information

• Chemical Name: (2S)-[1-((S)-2-hydroxy-1-phenylethyl)pyrrolidin-2-yl]acetic acid methyl ester
• CAS No.: 607388-42-1
• Molecular Formula: C₁₅H₂₁NO₃
• Molecular Weight: 263.337
• Mol file: 607388-42-1.mol

Synonyms:(2S)-[1-((S)-2-hydroxy-1-phenylethyl)pyrrolidin-2-yl]acetic acid methyl ester

Chemical Property of (2S)-[1-((S)-2-hydroxy-1-phenylethyl)pyrrolidin-2-yl]acetic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-[1-((S)-2-hydroxy-1-phenylethyl)pyrrolidin-2-yl]acetic acid methyl ester

There total 4 articles about (2S)-[1-((S)-2-hydroxy-1-phenylethyl)pyrrolidin-2-yl]acetic 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: 53.0%

[1-((S)-2-hydroxy-1-phenylethyl)pyrrolidin-2-ylidene]acetic acid methyl ester (457603-48-4) → (2R)-[1-((S)-2-hydroxy-1-phenylethyl)pyrrolidin-2-yl]acetic acid methyl ester + (2S)-[1-((S)-2-hydroxy-1-phenylethyl)pyrrolidin-2-yl]acetic acid methyl ester (607388-42-1)

Guidance literature:

With hydrogen; platinum(IV) oxide; In acetic acid methyl ester; at 20 ℃; for 24h; under 760 Torr;

DOI:10.1016/S0040-4020(03)00980-3

Reference yield:

acetoacetic acid methyl ester (105-45-3) → (2S)-[1-((S)-2-hydroxy-1-phenylethyl)pyrrolidin-2-yl]acetic acid methyl ester (607388-42-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 66 percent / NaH; n-BuLi / tetrahydrofuran; hexane / 15 h / -30 °C

2: 57 percent / I₂; Na₂HPO₄; Na₂SO₄ / 65 °C

3: 53 percent / H₂ / PtO₂ / methyl acetate / 24 h / 20 °C / 760 Torr

With disodium hydrogenphosphate; n-butyllithium; hydrogen; iodine; sodium hydride; sodium sulfate; platinum(IV) oxide; In tetrahydrofuran; hexane; acetic acid methyl ester;

DOI:10.1016/S0040-4020(03)00980-3

Reference yield:

methyl 6-chloro-3-oxohexanoate (176089-79-5) → (2S)-[1-((S)-2-hydroxy-1-phenylethyl)pyrrolidin-2-yl]acetic acid methyl ester (607388-42-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 57 percent / I₂; Na₂HPO₄; Na₂SO₄ / 65 °C

2: 53 percent / H₂ / PtO₂ / methyl acetate / 24 h / 20 °C / 760 Torr

With disodium hydrogenphosphate; hydrogen; iodine; sodium sulfate; platinum(IV) oxide; In acetic acid methyl ester;

DOI:10.1016/S0040-4020(03)00980-3

upstream raw materials:

[1-((S)-2-hydroxy-1-phenylethyl)pyrrolidin-2-ylidene]acetic acid methyl ester

7a(R)-methyl (3-phenyl-tetrahydro-pyrrolo[2,1-b]oxazol-5-ylidene)acetate

acetoacetic acid methyl ester

methyl 6-chloro-3-oxohexanoate

Downstream raw materials:

[(2S)-pyrrolidin-2-yl]acetic acid methyl ester