methyl 6-[13-(tert-butyldiphenylsilyloxy)tridec-8-ynyloxy]hexanoate

Base Information

• Chemical Name: methyl 6-[13-(tert-butyldiphenylsilyloxy)tridec-8-ynyloxy]hexanoate
• CAS No.: 622842-68-6
• Molecular Formula: C₃₆H₅₄O₄Si
• Molecular Weight: 578.908
• Mol file: 622842-68-6.mol

Synonyms:

Chemical Property of methyl 6-[13-(tert-butyldiphenylsilyloxy)tridec-8-ynyloxy]hexanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 6-[13-(tert-butyldiphenylsilyloxy)tridec-8-ynyloxy]hexanoate

There total 8 articles about methyl 6-[13-(tert-butyldiphenylsilyloxy)tridec-8-ynyloxy]hexanoate 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:

5-hexyl-1-ol (928-90-5) → methyl 6-[13-(tert-butyldiphenylsilyloxy)tridec-8-ynyloxy]hexanoate (622842-68-6)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 86 percent / AgNO₃; pyridine / tetrahydrofuran / 12 h / 20 °C

2.1: n-BuLi; HMPA / tetrahydrofuran; hexane / 14 h / -40 - 20 °C

3.1: 92 percent / pyridinium p-toluenesulfonate; MeOH / 20 °C

4.1: 31 percent / NaH; 15-crown-5; n-Bu₄NCl / tetrahydrofuran / 4 h / Heating

5.1: 62 percent / pyridinium p-toluenesulfonate; MeOH / 48 h / 20 °C

6.1: 4-methylmorpholine N-oxide; tetrapropylammonium perrhutenate; 4 Angstroems molecular sieves / CH₂Cl₂ / 2 h

6.2: aq. NaClO₂; NaH₂PO₄*2H₂O; 2-methyl-2-butene / 2-methyl-propan-2-ol / 1 h / 20 °C

7.1: 719 mg / ethanol; hexane / 1 h / 0 °C

With pyridine; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; tetrapropylammonium perruthennate; 15-crown-5; 4 A molecular sieve; tetrabutyl-ammonium chloride; pyridinium p-toluenesulfonate; sodium hydride; silver nitrate; 4-methylmorpholine N-oxide; In tetrahydrofuran; ethanol; hexane; dichloromethane;

Reference yield:

1-(tert-butyldiphenylsilyloxy)-5-hexyne (128217-23-2) → methyl 6-[13-(tert-butyldiphenylsilyloxy)tridec-8-ynyloxy]hexanoate (622842-68-6)

Guidance literature:

Multi-step reaction with 6 steps

1.1: n-BuLi; HMPA / tetrahydrofuran; hexane / 14 h / -40 - 20 °C

2.1: 92 percent / pyridinium p-toluenesulfonate; MeOH / 20 °C

3.1: 31 percent / NaH; 15-crown-5; n-Bu₄NCl / tetrahydrofuran / 4 h / Heating

4.1: 62 percent / pyridinium p-toluenesulfonate; MeOH / 48 h / 20 °C

5.1: 4-methylmorpholine N-oxide; tetrapropylammonium perrhutenate; 4 Angstroems molecular sieves / CH₂Cl₂ / 2 h

5.2: aq. NaClO₂; NaH₂PO₄*2H₂O; 2-methyl-2-butene / 2-methyl-propan-2-ol / 1 h / 20 °C

6.1: 719 mg / ethanol; hexane / 1 h / 0 °C

With methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; tetrapropylammonium perruthennate; 15-crown-5; 4 A molecular sieve; tetrabutyl-ammonium chloride; pyridinium p-toluenesulfonate; sodium hydride; 4-methylmorpholine N-oxide; In tetrahydrofuran; ethanol; hexane; dichloromethane;

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → methyl 6-[13-(tert-butyldiphenylsilyloxy)tridec-8-ynyloxy]hexanoate (622842-68-6)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 86 percent / AgNO₃; pyridine / tetrahydrofuran / 12 h / 20 °C

2.1: n-BuLi; HMPA / tetrahydrofuran; hexane / 14 h / -40 - 20 °C

3.1: 92 percent / pyridinium p-toluenesulfonate; MeOH / 20 °C

4.1: 31 percent / NaH; 15-crown-5; n-Bu₄NCl / tetrahydrofuran / 4 h / Heating

5.1: 62 percent / pyridinium p-toluenesulfonate; MeOH / 48 h / 20 °C

6.1: 4-methylmorpholine N-oxide; tetrapropylammonium perrhutenate; 4 Angstroems molecular sieves / CH₂Cl₂ / 2 h

6.2: aq. NaClO₂; NaH₂PO₄*2H₂O; 2-methyl-2-butene / 2-methyl-propan-2-ol / 1 h / 20 °C

7.1: 719 mg / ethanol; hexane / 1 h / 0 °C

With pyridine; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; tetrapropylammonium perruthennate; 15-crown-5; 4 A molecular sieve; tetrabutyl-ammonium chloride; pyridinium p-toluenesulfonate; sodium hydride; silver nitrate; 4-methylmorpholine N-oxide; In tetrahydrofuran; ethanol; hexane; dichloromethane;

upstream raw materials:

diazomethyl-trimethyl-silane

5-hexyl-1-ol

1-(tert-butyldiphenylsilyloxy)-5-hexyne

tert-butylchlorodiphenylsilane