({[(2S)-2-Methyldecyl]oxy}methyl)benzene

Base Information

• Chemical Name: ({[(2S)-2-Methyldecyl]oxy}methyl)benzene
• CAS No.: 920520-63-4
• Molecular Formula: C18H30O
• Molecular Weight: 262.436
• DSSTox Substance ID: DTXSID90582340
• Mol file: 920520-63-4.mol

Synonyms:920520-63-4;({[(2S)-2-Methyldecyl]oxy}methyl)benzene;DTXSID90582340

Chemical Property of ({[(2S)-2-Methyldecyl]oxy}methyl)benzene

Chemical Property:

• XLogP3: 6.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 11
• Exact Mass: 262.229665576
• Heavy Atom Count: 19
• Complexity: 184

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCC(C)COCC1=CC=CC=C1
• Isomeric SMILES: CCCCCCCC[C@H](C)COCC1=CC=CC=C1

Technology Process of ({[(2S)-2-Methyldecyl]oxy}methyl)benzene

There total 11 articles about ({[(2S)-2-Methyldecyl]oxy}methyl)benzene 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: 71.0%

(2R)-1-benzyloxy-2-methyl-3-(phenylsulfonyl)decane (920520-62-3) → (2S)-2-[(methyldecyloxy)methyl]benzene (920520-63-4)

Guidance literature:

With sodium amalgam; In ethanol; for 24h;

DOI:10.1002/ejoc.200600481

Reference yield:

1-((benzyloxy)methyl)cyclopropan-1-ol (920520-61-2) → (2S)-2-[(methyldecyloxy)methyl]benzene (920520-63-4)

Guidance literature:

Multi-step reaction with 10 steps

1.1: 99 percent / Et₃N / diethyl ether / 20 °C

2.1: 92 percent / MgBr₂ / diethyl ether / 48 h / Heating

3.1: 50 percent / NaHCO₃ / dimethylsulfoxide / 48 h / 20 °C

4.1: 84 percent / NH₄NO₃ / ethanol / 8 h / 50 °C

5.1: 42 percent / baker's yeast; citric acid monohydrate; K₂CO₃ / H₂O; ethanol / 96 h / 34 - 38 °C

6.1: 97 percent / Et₃N / diethyl ether / 0 - 20 °C

7.1: 99 percent / Bu₄NBr / benzene / 2 h / 70 °C

8.1: 89 percent / benzene / 8 h / 70 °C

9.1: BuLi / hexane; tetrahydrofuran; hexamethylphosphoric acid triamide / 2 h / -78 - -30 °C

9.2: 69 percent / hexane; tetrahydrofuran; hexamethylphosphoric acid triamide / 3 h / -78 - 20 °C

10.1: 71 percent / Na/Hg / ethanol / 24 h

With ammonium nitrate; sodium amalgam; n-butyllithium; baker's yeast; tetrabutylammomium bromide; sodium hydrogencarbonate; potassium carbonate; triethylamine; citric acid; magnesium bromide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; ethanol; hexane; water; dimethyl sulfoxide; benzene; 3.1: Kornblum oxidation;

DOI:10.1002/ejoc.200600481

Reference yield:

(2R)-3-benzyloxy-2-methylpropyl methanesulfonate (920520-69-0) → (2S)-2-[(methyldecyloxy)methyl]benzene (920520-63-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 99 percent / Bu₄NBr / benzene / 2 h / 70 °C

2.1: 89 percent / benzene / 8 h / 70 °C

3.1: BuLi / hexane; tetrahydrofuran; hexamethylphosphoric acid triamide / 2 h / -78 - -30 °C

3.2: 69 percent / hexane; tetrahydrofuran; hexamethylphosphoric acid triamide / 3 h / -78 - 20 °C

4.1: 71 percent / Na/Hg / ethanol / 24 h

With sodium amalgam; n-butyllithium; tetrabutylammomium bromide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; hexane; benzene;

DOI:10.1002/ejoc.200600481

upstream raw materials:

(2R)-1-benzyloxy-2-methyl-3-(phenylsulfonyl)decane

1-((benzyloxy)methyl)cyclopropan-1-ol

(2R)-3-benzyloxy-2-methylpropyl methanesulfonate

1-[(benzyloxy)methyl]cyclopropyl methanesulfonate