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

Base Information

Chemical Name:methyl 6-[13-(tert-butyldiphenylsilyloxy)tridec-8(Z)-enylsulfanyl]hexanoate
CAS No.:622842-31-3
Molecular Formula:C₃₆H₅₆O₃SSi
Molecular Weight:596.99
Hs Code.:

Synonyms:methyl 6-[13-(tert-butyldiphenylsilyloxy)tridec-8(Z)-enylsulfanyl]hexanoate

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

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

There total 7 articles about methyl 6-[13-(tert-butyldiphenylsilyloxy)tridec-8(Z)-enylsulfanyl]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: 99.0%

: 20756-86-9
1-mercapto-5-carbomethoxy-pentane

: 339986-21-9
1-(tert-butyldiphenylsilyloxy)-13-bromotridec-5(Z)-ene

: 622842-31-3
methyl 6-[13-(tert-butyldiphenylsilyloxy)tridec-8(Z)-enylsulfanyl]hexanoate

Guidance literature:: With sodium hydride; In tetrahydrofuran; hexane; at 20 ℃; for 24h;

Reference yield:

: 928-90-5
5-hexyl-1-ol

: 622842-31-3
methyl 6-[13-(tert-butyldiphenylsilyloxy)tridec-8(Z)-enylsulfanyl]hexanoate

Guidance literature:: Multi-step reaction with 6 steps

1: 86 percent / AgNO₃; pyridine / tetrahydrofuran / 12 h / 20 °C

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

3: 92 percent / pyridinium p-toluenesulfonate; MeOH / 20 °C

4: 81 percent / NaBH₄; ethylenediamine; H₂ / Ni(OAc)2*4H₂O / ethanol / 3.5 h / 20 °C / 760 Torr

5: 82 percent / CBr₄; PPh₃; pyridine / CH₂Cl₂ / 4.5 h / 20 °C

6: 99 percent / NaH / tetrahydrofuran; hexane / 24 h / 20 °C

With pyridine; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; n-butyllithium; carbon tetrabromide; hydrogen; pyridinium p-toluenesulfonate; sodium hydride; silver nitrate; ethylenediamine; triphenylphosphine; nickel diacetate; In tetrahydrofuran; ethanol; hexane; dichloromethane;

Reference yield:

: 128217-23-2
1-(tert-butyldiphenylsilyloxy)-5-hexyne

: 622842-31-3
methyl 6-[13-(tert-butyldiphenylsilyloxy)tridec-8(Z)-enylsulfanyl]hexanoate

Guidance literature:: Multi-step reaction with 5 steps

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

2: 92 percent / pyridinium p-toluenesulfonate; MeOH / 20 °C

3: 81 percent / NaBH₄; ethylenediamine; H₂ / Ni(OAc)2*4H₂O / ethanol / 3.5 h / 20 °C / 760 Torr

4: 82 percent / CBr₄; PPh₃; pyridine / CH₂Cl₂ / 4.5 h / 20 °C

5: 99 percent / NaH / tetrahydrofuran; hexane / 24 h / 20 °C

With pyridine; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; n-butyllithium; carbon tetrabromide; hydrogen; pyridinium p-toluenesulfonate; sodium hydride; ethylenediamine; triphenylphosphine; nickel diacetate; In tetrahydrofuran; ethanol; hexane; dichloromethane;