(R)-p-toluenesulfonic acid 10-(t-butyldiphenylsilanyloxy)tridecyl ester

Base Information

Chemical Name:(R)-p-toluenesulfonic acid 10-(t-butyldiphenylsilanyloxy)tridecyl ester
CAS No.:612070-09-4
Molecular Formula:C₃₆H₅₂O₄SSi
Molecular Weight:608.958
Hs Code.:

Synonyms:(R)-p-toluenesulfonic acid 10-(t-butyldiphenylsilanyloxy)tridecyl ester

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Chemical Property of (R)-p-toluenesulfonic acid 10-(t-butyldiphenylsilanyloxy)tridecyl ester

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Technology Process of (R)-p-toluenesulfonic acid 10-(t-butyldiphenylsilanyloxy)tridecyl ester

There total 8 articles about (R)-p-toluenesulfonic acid 10-(t-butyldiphenylsilanyloxy)tridecyl ester 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: 92.0%

: 98-59-9
p-toluenesulfonyl chloride

: 612070-08-3
(R)-10-(t-butyldiphenylsilanyloxy)tridecan-1-ol

: 612070-09-4
(R)-p-toluenesulfonic acid 10-(t-butyldiphenylsilanyloxy)tridecyl ester

Guidance literature:: With 1,4-diaza-bicyclo[2.2.2]octane; In tetrahydrofuran; at 0 ℃;
DOI:10.1021/ol035254e

Reference yield:

: 112-43-6
10-Undecen-1-ol

: 612070-09-4
(R)-p-toluenesulfonic acid 10-(t-butyldiphenylsilanyloxy)tridecyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 94 percent / NaH; tetra-t-butylammonium iodide / tetrahydrofuran / 0 °C

2: 95 percent / m-CPBA / CH₂Cl₂ / 12 h / 20 °C

3: acetic acid; air / (S,S)(Salen)CoIII(OAc) / toluene; H₂O / 35 h / 0 - 20 °C

4: 74 percent / CuLi₂Cl₄ / diethyl ether / -10 °C

5: imidazole / acetonitrile / 20 °C

6: 0.170 g / H₂ / Pd/C / hexane

7: 92 percent / DABCO / tetrahydrofuran / 0 °C

With 1,4-diaza-bicyclo[2.2.2]octane; 1H-imidazole; dilithium tetrachlorocuprate; air; hydrogen; tetra(tert-butyl)ammonium iodide; sodium hydride; acetic acid; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; (S,S)-[N,N-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexane-diamino]cobalt(III) acetate; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; toluene; acetonitrile;
DOI:10.1021/ol035254e

Reference yield:

: 81518-75-4
((undec-10-en-1-yloxy)methyl)benzene

: 612070-09-4
(R)-p-toluenesulfonic acid 10-(t-butyldiphenylsilanyloxy)tridecyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / m-CPBA / CH₂Cl₂ / 12 h / 20 °C

2: acetic acid; air / (S,S)(Salen)CoIII(OAc) / toluene; H₂O / 35 h / 0 - 20 °C

3: 74 percent / CuLi₂Cl₄ / diethyl ether / -10 °C

4: imidazole / acetonitrile / 20 °C

5: 0.170 g / H₂ / Pd/C / hexane

6: 92 percent / DABCO / tetrahydrofuran / 0 °C

With 1,4-diaza-bicyclo[2.2.2]octane; 1H-imidazole; dilithium tetrachlorocuprate; air; hydrogen; acetic acid; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; (S,S)-[N,N-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexane-diamino]cobalt(III) acetate; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; toluene; acetonitrile;
DOI:10.1021/ol035254e