(3S)-3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-1-[(1R)-1-phenylethyl]pyrrolidine

Base Information

• Chemical Name: (3S)-3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-1-[(1R)-1-phenylethyl]pyrrolidine
• CAS No.: 1264942-79-1
• Molecular Formula: C₁₉H₃₃NOSi
• Molecular Weight: 319.563
• Mol file: 1264942-79-1.mol

Synonyms:(3S)-3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-1-[(1R)-1-phenylethyl]pyrrolidine

Chemical Property of (3S)-3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-1-[(1R)-1-phenylethyl]pyrrolidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (3S)-3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-1-[(1R)-1-phenylethyl]pyrrolidine

There total 4 articles about (3S)-3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-1-[(1R)-1-phenylethyl]pyrrolidine 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: 86.0%

(3S)-N-<(R)-phenylethyl>-3-(hydroxymethyl)pyrrolidine (109960-55-6) + tert-butyldimethylsilyl chloride (18162-48-6) → (3S)-3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-1-[(1R)-1-phenylethyl]pyrrolidine (1264942-79-1)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 0 - 20 ℃;

Reference yield:

(R)-1-phenyl-ethyl-amine (3886-69-9) → (3S)-3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-1-[(1R)-1-phenylethyl]pyrrolidine (1264942-79-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: methanol / 18 h / 20 °C

1.2: 16 h / Reflux

2.1: lithium aluminium tetrahydride / cyclopentyl methyl ether / 1.25 h / 0 - 20 °C / Inert atmosphere

2.2: 0 °C

3.1: 1H-imidazole / N,N-dimethyl-formamide / 0 - 20 °C

With 1H-imidazole; lithium aluminium tetrahydride; In methanol; cyclopentyl methyl ether; N,N-dimethyl-formamide;

Reference yield:

Dimethyl itakonate (617-52-7) → (3S)-3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-1-[(1R)-1-phenylethyl]pyrrolidine (1264942-79-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: methanol / 18 h / 20 °C

1.2: 16 h / Reflux

2.1: lithium aluminium tetrahydride / cyclopentyl methyl ether / 1.25 h / 0 - 20 °C / Inert atmosphere

2.2: 0 °C

3.1: 1H-imidazole / N,N-dimethyl-formamide / 0 - 20 °C

With 1H-imidazole; lithium aluminium tetrahydride; In methanol; cyclopentyl methyl ether; N,N-dimethyl-formamide;

upstream raw materials:

(3S)-N-<(R)-phenylethyl>-3-(hydroxymethyl)pyrrolidine

tert-butyldimethylsilyl chloride

(R)-1-phenyl-ethyl-amine

Dimethyl itakonate

Downstream raw materials:

tert-butyl (3S)-3-(hydroxymethyl)pyrrolidine-1-carboxylate

(S)-(-)-3-(hydroxymethyl)pyrrolidine