C₁₉H₃₃NO₂Si

Base Information

• Chemical Name: C₁₉H₃₃NO₂Si
• CAS No.: 1609544-00-4
• Molecular Formula: C₁₉H₃₃NO₂Si
• Molecular Weight: 335.562
• Mol file: 1609544-00-4.mol

Synonyms:C₁₉H₃₃NO₂Si

Chemical Property of C₁₉H₃₃NO₂Si

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₁₉H₃₃NO₂Si

There total 3 articles about C₁₉H₃₃NO₂Si 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:

(5S,6R)-5-<(tert-Butyldimethylsilyl)oxy>-6-<(benzyloxy)methyl>-2-piperidinone (168773-38-4) → C19H33NO2Si (1609544-00-4)

Guidance literature:

With dimethylsulfide borane complex; In tetrahydrofuran; at 0 ℃; for 6h; Reflux; Inert atmosphere;

DOI:10.1055/s-0033-1340074

Reference yield:

(2R,3R)-3-azido-4-(benzyloxy)-2-(tert-butyldimethylsilyloxy)butanal (1380426-13-0) → C19H33NO2Si (1609544-00-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran / 0 °C

1.2: 1 h / 25 °C

2.1: palladium 10% on activated carbon; hydrogen / methanol / 24 h / 25 °C / 760.05 Torr

3.1: dimethylsulfide borane complex / tetrahydrofuran / 6 h / 0 °C / Reflux; Inert atmosphere

With dimethylsulfide borane complex; palladium 10% on activated carbon; hydrogen; sodium hydride; In tetrahydrofuran; methanol; 1.2: |Wittig Olefination;

DOI:10.1055/s-0033-1340074

Reference yield:

(4S,5R,E)-ethyl 5-azido-6-(benzyloxy)-4-((tert-butyldimethylsilyl)oxy)hex-2-enoate (1609543-99-8) → C19H33NO2Si (1609544-00-4)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium 10% on activated carbon; hydrogen / methanol / 24 h / 25 °C / 760.05 Torr

2: dimethylsulfide borane complex / tetrahydrofuran / 6 h / 0 °C / Reflux; Inert atmosphere

With dimethylsulfide borane complex; palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; methanol;

DOI:10.1055/s-0033-1340074

upstream raw materials:

(2R,3R)-3-azido-4-(benzyloxy)-2-(tert-butyldimethylsilyloxy)butanal

(4S,5R,E)-ethyl 5-azido-6-(benzyloxy)-4-((tert-butyldimethylsilyl)oxy)hex-2-enoate

(5S,6R)-5-<(tert-Butyldimethylsilyl)oxy>-6-<(benzyloxy)methyl>-2-piperidinone

Downstream raw materials:

(2R,3S)-tert-butyl 2-((benzyloxy)methyl)-3-((tert-butyldimethylsilyl)oxy)piperidine-1-carboxylate

(2R,3S)-tert-butyl 3-((tert-butyldimethylsilyl)oxy)-2-(hydroxymethyl)piperidine-1-carboxylate