methyl 14-(benzyloxy)tetradecanoate

Base Information

• Chemical Name: methyl 14-(benzyloxy)tetradecanoate
• CAS No.: 949463-61-0
• Molecular Formula: C₂₂H₃₆O₃
• Molecular Weight: 348.526
• Mol file: 949463-61-0.mol

Synonyms:methyl 14-(benzyloxy)tetradecanoate

Chemical Property of methyl 14-(benzyloxy)tetradecanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 14-(benzyloxy)tetradecanoate

There total 1 articles about methyl 14-(benzyloxy)tetradecanoate 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: 94.0%

methanol (67-56-1) + 14-(benzyloxy)tetradecanoic acid (137442-01-4) → methyl 14-(benzyloxy)tetradecanoate (949463-61-0)

Guidance literature:

With toluene-4-sulfonic acid; for 3h; Heating;

DOI:10.1021/jo070560h

Reference yield: 93.0%

methyl 14-(benzyloxy)tetradecanoate (949463-61-0) + dimethyl methane phosphonate (756-79-6) → dimethyl 15-(benzyloxy)-2-oxopentadecylphosphonate (949463-62-1)

Guidance literature:

dimethyl methane phosphonate; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

methyl 14-(benzyloxy)tetradecanoate; In tetrahydrofuran; hexane; at -78 ℃; for 2.5h; Further stages.;

DOI:10.1021/jo070560h

Reference yield:

methyl 14-(benzyloxy)tetradecanoate (949463-61-0) → C55H79O16N2S3(3-)*3Na(1+)

Guidance literature:

Multi-step reaction with 10 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C

1.2: 93 percent / tetrahydrofuran; hexane / 2.5 h / -78 °C

2.1: 95 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene; LiCl / acetonitrile / 1 h / 20 °C

3.1: 77 percent / (S)-(-)-1,1'-bi-2-naphthol; lithium aluminium hydride / tetrahydrofuran; ethanol / 2.5 h / -78 °C

4.1: 97 percent / N,N'-diisopropylethylamine / CH₂Cl₂ / 2 h / 20 °C

5.1: 80 percent / H₂ / Pd(OH)2/C / ethyl acetate / 6 h / 20 °C / atmospheric pressure

6.1: 200 mg / 2-iodoxybenzoic acid / dimethylsulfoxide / 3 h / 20 °C

7.1: 88 percent / NaClO₂; NaH₂PO₄*2H₂O; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 2 h / 0 °C

8.1: 72 percent / 1-hydroxybenzotriazole hydrate; 1-(3-dimethylaminopropyl)-3-ethyl-carbodiimide hydrochloride; triethylamine / CH₂Cl₂ / 15 h / 20 °C

9.1: 47 percent / chlorotrimethylsilane; sodium iodide / CH₂Cl₂; acetonitrile / 1 h / 0 °C

10.1: 96 percent / sulfur trioxide pyridine complex / dimethylformamide / 30 h / 20 °C

With sodium chlorite; sodium dihydrogenphosphate; lithium aluminium tetrahydride; n-butyllithium; chloro-trimethyl-silane; 2-methyl-but-2-ene; hydrogen; (S)-[1,1']-binaphthalenyl-2,2'-diol; sulfur trioxide pyridine complex; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; sodium iodide; lithium chloride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; palladium dihydroxide; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;

DOI:10.1021/jo070560h

upstream raw materials:

methanol

14-(benzyloxy)tetradecanoic acid

Downstream raw materials:

dimethyl 15-(benzyloxy)-2-oxopentadecylphosphonate

(E)-16-(benzyloxy)-1-((4S,5S)-5-decyl-2,2-dimethyl-1,3-dioxolan-4-yl)hexadec-1-en-3-one

(S,E)-16-(benzyloxy)-1-((4S,5S)-5-decyl-2,2-dimethyl-1,3-dioxolan-4-yl)hexadec-1-en-3-ol

C₄₀H₇₀O₅