2-(Phenylsulfanyl)-5-(trimethylsilyl)pentanoic acid

Base Information

• Chemical Name: 2-(Phenylsulfanyl)-5-(trimethylsilyl)pentanoic acid
• CAS No.: 88729-71-9
• Molecular Formula: C₁₄H₂₂O₂SSi
• Molecular Weight: 282.479
• DSSTox Substance ID: DTXSID50560907
• Mol file: 88729-71-9.mol

Synonyms:88729-71-9;2-(Phenylsulfanyl)-5-(trimethylsilyl)pentanoic acid;DTXSID50560907

Chemical Property of 2-(Phenylsulfanyl)-5-(trimethylsilyl)pentanoic acid

Chemical Property:

• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 282.11097765
• Heavy Atom Count: 18
• Complexity: 257

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C[Si](C)(C)CCCC(C(=O)O)SC1=CC=CC=C1

Technology Process of 2-(Phenylsulfanyl)-5-(trimethylsilyl)pentanoic acid

There total 2 articles about 2-(Phenylsulfanyl)-5-(trimethylsilyl)pentanoic acid 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:

3-trimethylsilyl-1-propanol (2917-47-7) → 2-Phenylsulfanyl-5-trimethylsilanyl-pentanoic acid (88729-71-9)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine

2: LiBr / 1,2-dimethoxy-ethane / Heating

3: LDA-HMPA / tetrahydrofuran

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium bromide; lithium diisopropyl amide; In tetrahydrofuran; pyridine; 1,2-dimethoxyethane;

DOI:10.1021/jo00180a041

Reference yield:

3-(trimethylsilyl)propan-1-ol tosylate (88729-78-6) → 2-Phenylsulfanyl-5-trimethylsilanyl-pentanoic acid (88729-71-9)

Guidance literature:

Multi-step reaction with 2 steps

1: LiBr / 1,2-dimethoxy-ethane / Heating

2: LDA-HMPA / tetrahydrofuran

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium bromide; lithium diisopropyl amide; In tetrahydrofuran; 1,2-dimethoxyethane;

DOI:10.1021/jo00180a041

Reference yield:

2-Phenylsulfanyl-5-trimethylsilanyl-pentanoic acid (88729-71-9) → 2-Phenylsulfanyl-5-trimethylsilanyl-pentanoyl chloride (344438-03-5)

Guidance literature:

With oxalyl dichloride; In benzene;

DOI:10.1021/jo00180a041

upstream raw materials:

3-trimethylsilyl-1-propanol

3-(trimethylsilyl)propan-1-ol tosylate

Downstream raw materials:

2-Phenylsulfanyl-5-trimethylsilanyl-pentanoyl chloride

2-(phenylthio)cyclopentanone

Refernces