(1-((trimethylsilyl)methyl)piperidin-2-yl)methanamine

Base Information

• Chemical Name: (1-((trimethylsilyl)methyl)piperidin-2-yl)methanamine
• CAS No.: 2023645-22-7
• Molecular Formula: C₁₀H₂₄N₂Si
• Molecular Weight: 200.399
• Mol file: 2023645-22-7.mol

Synonyms:

Chemical Property of (1-((trimethylsilyl)methyl)piperidin-2-yl)methanamine

Chemical Property:

• Refractive Index: n/D 1.4470
• Density: 0.9030 g/mL

Purity/Quality:

98%,99%, ^*data from raw suppliers

SLAP HydroPyridopyrazine Reagent ≥95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Silicon amine protocol (SLAP) reagents, in conjunction with aldehydes and ketones, form N-unprotected piperazines via photocatalytic cross-coupling with Ir[(ppy)2dtbbpy]PF6 (747769). Heteroaromatic, aromatic, and aliphatic aldehydes are well tolerated, as are structurally and stereochemically complex SLAP reagents. This product was introduced in collaboration with the Bode Research Group and provides a tin-free alternative to SnAP (tin amine protocol) reagents for piperazine synthesis.

Technology Process of (1-((trimethylsilyl)methyl)piperidin-2-yl)methanamine

There total 3 articles about (1-((trimethylsilyl)methyl)piperidin-2-yl)methanamine 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:

2,2,2-trifluoro-N-((1-((trimethylsilyl)methyl)piperidin-2-yl)methyl)acetamide → (1-((trimethylsilyl)methyl)piperidin-2-yl)methanamine (2023645-22-7)

Guidance literature:

With ammonium hydroxide; In methanol; at 23 ℃; for 48h;

DOI:10.1021/acs.orglett.6b00722

Reference yield:

2,2,2-trifluoro-N-(piperidin-2-ylmethyl)acetamide (209606-97-3) → (1-((trimethylsilyl)methyl)piperidin-2-yl)methanamine (2023645-22-7)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloromethane / 0 - 23 °C / Inert atmosphere

2: ammonium hydroxide / methanol / 48 h / 23 °C

With ammonium hydroxide; In methanol; dichloromethane;

DOI:10.1021/acs.orglett.6b00722

Reference yield:

C-piperidin-2-yl-methylamine (22990-77-8,111478-74-1,111478-77-4) → (1-((trimethylsilyl)methyl)piperidin-2-yl)methanamine (2023645-22-7)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / ethanol / 18 h / 0 - 23 °C / Inert atmosphere

2: dichloromethane / 0 - 23 °C / Inert atmosphere

3: ammonium hydroxide / methanol / 48 h / 23 °C

With ammonium hydroxide; triethylamine; In methanol; ethanol; dichloromethane;

DOI:10.1021/acs.orglett.6b00722

upstream raw materials:

2,2,2-trifluoro-N-(piperidin-2-ylmethyl)acetamide

C-piperidin-2-yl-methylamine