(1S,3S)-1-[((S)-2-Methoxymethyl-pyrrolidin-1-ylmethyl)-dimethyl-silanyl]-4,4-dimethyl-1-phenyl-pentan-3-ol

Base Information

• Chemical Name: (1S,3S)-1-[((S)-2-Methoxymethyl-pyrrolidin-1-ylmethyl)-dimethyl-silanyl]-4,4-dimethyl-1-phenyl-pentan-3-ol
• CAS No.: 144788-75-0
• Molecular Formula: C₂₂H₃₉NO₂Si
• Molecular Weight: 377.643
• Mol file: 144788-75-0.mol

Synonyms:(1S,3S)-1-[((S)-2-Methoxymethyl-pyrrolidin-1-ylmethyl)-dimethyl-silanyl]-4,4-dimethyl-1-phenyl-pentan-3-ol

Chemical Property of (1S,3S)-1-[((S)-2-Methoxymethyl-pyrrolidin-1-ylmethyl)-dimethyl-silanyl]-4,4-dimethyl-1-phenyl-pentan-3-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,3S)-1-[((S)-2-Methoxymethyl-pyrrolidin-1-ylmethyl)-dimethyl-silanyl]-4,4-dimethyl-1-phenyl-pentan-3-ol

There total 1 articles about (1S,3S)-1-[((S)-2-Methoxymethyl-pyrrolidin-1-ylmethyl)-dimethyl-silanyl]-4,4-dimethyl-1-phenyl-pentan-3-ol 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:

1,2-epoxy-3,3-dimethylbutane (2245-30-9,40102-55-4,41796-67-2,62137-90-0) + [(S)-2-(methoxymethyl)pyrrolidinomethyl]dimethyl benzylsilane (123463-20-7) → (1S,3S)-1-[((S)-2-Methoxymethyl-pyrrolidin-1-ylmethyl)-dimethyl-silanyl]-4,4-dimethyl-1-phenyl-pentan-3-ol (144788-75-0) + (1S,3R)-1-[((S)-2-Methoxymethyl-pyrrolidin-1-ylmethyl)-dimethyl-silanyl]-4,4-dimethyl-1-phenyl-pentan-3-ol (144712-78-7)

Guidance literature:

With sec.-butyllithium; Yield given. Multistep reaction. Yields of byproduct given; 1) cyclohexane, ether, -78 deg C, 1 h, 2) ether, cyclohexane, -25 deg C, 12 h;

DOI:10.1021/jo00049a012

Reference yield: 75.0%

(1S,3S)-1-[((S)-2-Methoxymethyl-pyrrolidin-1-ylmethyl)-dimethyl-silanyl]-4,4-dimethyl-1-phenyl-pentan-3-ol (144788-75-0) → (1S,3S)-(-)-1-phenyl-4,4,-dimethyl-1,3-pentanediol (144787-88-2)

Guidance literature:

With potassium fluoride; dihydrogen peroxide; potassium hydrogencarbonate; In tetrahydrofuran; methanol;

DOI:10.1021/jo00049a012

Reference yield:

(1S,3S)-1-[((S)-2-Methoxymethyl-pyrrolidin-1-ylmethyl)-dimethyl-silanyl]-4,4-dimethyl-1-phenyl-pentan-3-ol (144788-75-0) → (4S,6S)-4-tert-Butyl-2,2-dimethyl-6-phenyl-[1,3]dioxane (144712-79-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / KF, KHCO₃, 30percent H₂O₂ / tetrahydrofuran; methanol

2: p-TsOH / acetone / Ambient temperature

With potassium fluoride; dihydrogen peroxide; potassium hydrogencarbonate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; acetone;

DOI:10.1021/jo00049a012

upstream raw materials:

1,2-epoxy-3,3-dimethylbutane

[(S)-2-(methoxymethyl)pyrrolidinomethyl]dimethyl benzylsilane

Downstream raw materials:

(1S,3S)-(-)-1-phenyl-4,4,-dimethyl-1,3-pentanediol

(4S,6S)-4-tert-Butyl-2,2-dimethyl-6-phenyl-[1,3]dioxane