Lithium (phenylsulfanyl)[bis(trimethylsilyl)]methanide

Base Information

• Chemical Name: Lithium (phenylsulfanyl)[bis(trimethylsilyl)]methanide
• CAS No.: 62762-44-1
• Molecular Formula: C₁₃H₂₃LiSSi₂
• Molecular Weight: 274.504
• DSSTox Substance ID: DTXSID00513988
• Mol file: 62762-44-1.mol

Synonyms:62762-44-1;Lithium (phenylsulfanyl)[bis(trimethylsilyl)]methanide;DTXSID00513988

Chemical Property of Lithium (phenylsulfanyl)[bis(trimethylsilyl)]methanide

Chemical Property:

• PSA: 25.30000
• LogP: 4.70590
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 274.12190341
• Heavy Atom Count: 17
• Complexity: 200

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [Li+].C[Si](C)(C)[C-]([Si](C)(C)C)SC1=CC=CC=C1

Technology Process of Lithium (phenylsulfanyl)[bis(trimethylsilyl)]methanide

There total 1 articles about Lithium (phenylsulfanyl)[bis(trimethylsilyl)]methanide 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:

→ lithium bis(trimethylsilyl)(phenylthio)methylide (62762-44-1)

Guidance literature:

C6H5-S-CH2 und n-C4H9-Li;

Reference yield:

lithium bis(trimethylsilyl)(phenylthio)methylide (62762-44-1) → {(Z)-2-[6-(2-Methoxy-ethoxy)-5-phenylselanyl-tetrahydro-pyran-2-yl]-1-phenylsulfanyl-vinyl}-trimethyl-silane (77890-89-2)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran; hexane / Ambient temperature

2: 92 percent / pyridine / CH₂Cl₂ / 0.5 h / 0 °C

With pyridine; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1021/jo00193a015

Reference yield:

lithium bis(trimethylsilyl)(phenylthio)methylide (62762-44-1) → (3S,4R,6S)-6-((E)-(R)-2-Benzenesulfonyl-1,3-dimethyl-hex-4-enyl)-2-(2-chloro-ethoxy)-3-methoxy-tetrahydro-pyran-4-ol (82598-95-6)

Guidance literature:

Multi-step reaction with 8 steps

1: tetrahydrofuran; hexane / Ambient temperature

2: 92 percent / pyridine / CH₂Cl₂ / 0.5 h / 0 °C

4: MCPBA / CH₂Cl₂ / 72 h / Ambient temperature

5: 2. potassium fluoride / 1. -78 deg C/THF/5 min 2. MeOH/1 h/room temperature

6: 1. n-BuLi / 1. THF-HMPA, -78 deg C, 10 min 2. 0 deg C, 30 min

8: 92 percent / methyl orthoformate, d,l-camphersulphonic acid / 18 h / 80 °C

With pyridine; potassium fluoride; n-butyllithium; 10-camphorsufonic acid; 3-chloro-benzenecarboperoxoic acid; trimethyl orthoformate; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1021/jo00193a015

Downstream raw materials:

((1R,2S)-1,2-Bis-trimethylsilanyl-cyclopropylsulfanyl)-benzene

[(E)-2-(3,4-Dihydro-2H-pyran-2-yl)-1-phenylsulfanyl-vinyl]-trimethyl-silane

[(Z)-2-(3,4-Dihydro-2H-pyran-2-yl)-1-phenylsulfanyl-vinyl]-trimethyl-silane

[(Z)-1-Benzenesulfonyl-2-((2S,3S,5R,6S)-6-ethoxy-3,5-dimethyl-tetrahydro-pyran-2-yl)-vinyl]-trimethyl-silane