Dimethyl-((2S,3R,4S,6S)-2-methyl-6-phenylsulfanyl-4-triethylsilanyloxy-tetrahydro-pyran-3-yl)-amine

Base Information

• Chemical Name: Dimethyl-((2S,3R,4S,6S)-2-methyl-6-phenylsulfanyl-4-triethylsilanyloxy-tetrahydro-pyran-3-yl)-amine
• CAS No.: 675607-74-6
• Molecular Formula: C₂₀H₃₅NO₂SSi
• Molecular Weight: 381.655
• Mol file: 675607-74-6.mol

Synonyms:Dimethyl-((2S,3R,4S,6S)-2-methyl-6-phenylsulfanyl-4-triethylsilanyloxy-tetrahydro-pyran-3-yl)-amine

Chemical Property of Dimethyl-((2S,3R,4S,6S)-2-methyl-6-phenylsulfanyl-4-triethylsilanyloxy-tetrahydro-pyran-3-yl)-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Dimethyl-((2S,3R,4S,6S)-2-methyl-6-phenylsulfanyl-4-triethylsilanyloxy-tetrahydro-pyran-3-yl)-amine

There total 3 articles about Dimethyl-((2S,3R,4S,6S)-2-methyl-6-phenylsulfanyl-4-triethylsilanyloxy-tetrahydro-pyran-3-yl)-amine 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:

phenylthiotrimethylsilane (4551-15-9) + ((2S,3R,4S)-6-Methoxy-2-methyl-4-triethylsilanyloxy-tetrahydro-pyran-3-yl)-dimethyl-amine → Dimethyl-((2S,3R,4S,6S)-2-methyl-6-phenylsulfanyl-4-triethylsilanyloxy-tetrahydro-pyran-3-yl)-amine (675607-74-6) + Dimethyl-((2S,3R,4S,6R)-2-methyl-6-phenylsulfanyl-4-triethylsilanyloxy-tetrahydro-pyran-3-yl)-amine

Guidance literature:

With tetra-(n-butyl)ammonium iodide; zinc(II) iodide; In 1,2-dichloro-ethane; at 60 ℃; for 10h;

DOI:10.1021/ol036353v

Reference yield:

triethylsilyl chloride (994-30-9) → Dimethyl-((2S,3R,4S,6S)-2-methyl-6-phenylsulfanyl-4-triethylsilanyloxy-tetrahydro-pyran-3-yl)-amine (675607-74-6)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole / dimethylformamide / 0 - 20 °C

2: n-Bu₄NI; ZnI₂ / 1,2-dichloro-ethane / 10 h / 60 °C

With 1H-imidazole; tetra-(n-butyl)ammonium iodide; zinc(II) iodide; In 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1021/ol036353v

Reference yield:

methyl 4-(dimethylamino)-2,4,6-trideoxy-L-lyxohexopyranoside → Dimethyl-((2S,3R,4S,6S)-2-methyl-6-phenylsulfanyl-4-triethylsilanyloxy-tetrahydro-pyran-3-yl)-amine (675607-74-6)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole / dimethylformamide / 0 - 20 °C

2: n-Bu₄NI; ZnI₂ / 1,2-dichloro-ethane / 10 h / 60 °C

With 1H-imidazole; tetra-(n-butyl)ammonium iodide; zinc(II) iodide; In 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1021/ol036353v

upstream raw materials:

phenylthiotrimethylsilane

triethylsilyl chloride