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11(S)-(tert-Butyldiphenylsilyloxy)-3R-methoxy-6E-dodecenal

Base Information
  • Chemical Name:11(S)-(tert-Butyldiphenylsilyloxy)-3R-methoxy-6E-dodecenal
  • CAS No.:345653-88-5
  • Molecular Formula:C29H42O3Si
  • Molecular Weight:466.736
  • Hs Code.:
11(S)-(tert-Butyldiphenylsilyloxy)-3R-methoxy-6E-dodecenal

Synonyms:11(S)-(tert-Butyldiphenylsilyloxy)-3R-methoxy-6E-dodecenal

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Chemical Property of 11(S)-(tert-Butyldiphenylsilyloxy)-3R-methoxy-6E-dodecenal
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Technology Process of 11(S)-(tert-Butyldiphenylsilyloxy)-3R-methoxy-6E-dodecenal

There total 13 articles about 11(S)-(tert-Butyldiphenylsilyloxy)-3R-methoxy-6E-dodecenal 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:
Guidance literature:
Methyl 11(S)-(tert-butyldiphenylsilyloxy)-3R-methoxy-6E-dodecenoate; With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 0.0833333h;
With dipyridinium dichromate; 4 A molecular sieve; In dichloromethane; at 20 ℃; for 1h; Further stages.;
DOI:10.1021/np000502q
Guidance literature:
Multi-step reaction with 11 steps
1.1: 64.42 g / pyridine / CH2Cl2 / 24.5 h / 0 - 20 °C
2.1: 93 percent / LiBr / tetrahydrofuran / 47 h / Heating
3.1: 76 percent / Li2CuCl4 / tetrahydrofuran; diethyl ether / 17 h / 20 °C
4.1: BH3*THF / tetrahydrofuran / 1 h / 0 - 20 °C
4.2: 68 percent / Br2; NaOMe / tetrahydrofuran; methanol / 5 - 20 °C
5.1: 75 percent / toluene / 48 h / Heating
6.1: PhLi / tetrahydrofuran; diethyl ether / 0.33 h / 20 °C
6.2: 54 percent / tetrahydrofuran; diethyl ether / 0.67 h / -40 - -30 °C
7.1: 80 percent / aq. AcOH / tetrahydrofuran / 47 h / Heating
8.1: 32 percent / Co(PPh3)4 / tetrahydrofuran / 0.17 h / 0 °C
9.1: 69 percent / K2CO3 / 0.5 h / 0 °C
10.1: 99 percent / molecular sieves 4 Angstroem; proton sponge / CH2Cl2 / 3 h / 20 °C
11.1: DIBAL / CH2Cl2 / 0.08 h / -78 °C
11.2: 87 percent / molecular sieves 4 Angstroem; PDC / CH2Cl2 / 1 h / 20 °C
With pyridine; borane-THF; dilithium tetrachlorocuprate; Proton Sponge; tristriphenylphosphine cobalt chloride; 4 A molecular sieve; diisobutylaluminium hydride; potassium carbonate; acetic acid; phenyllithium; lithium bromide; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; 6.2: Wittig-Schlosser reaction / 8.1: Reformatsky reaction;
DOI:10.1021/np000502q
Guidance literature:
Multi-step reaction with 12 steps
1.1: 100 percent / BH3*THF / tetrahydrofuran / 2 h / Heating
2.1: 64.42 g / pyridine / CH2Cl2 / 24.5 h / 0 - 20 °C
3.1: 93 percent / LiBr / tetrahydrofuran / 47 h / Heating
4.1: 76 percent / Li2CuCl4 / tetrahydrofuran; diethyl ether / 17 h / 20 °C
5.1: BH3*THF / tetrahydrofuran / 1 h / 0 - 20 °C
5.2: 68 percent / Br2; NaOMe / tetrahydrofuran; methanol / 5 - 20 °C
6.1: 75 percent / toluene / 48 h / Heating
7.1: PhLi / tetrahydrofuran; diethyl ether / 0.33 h / 20 °C
7.2: 54 percent / tetrahydrofuran; diethyl ether / 0.67 h / -40 - -30 °C
8.1: 80 percent / aq. AcOH / tetrahydrofuran / 47 h / Heating
9.1: 32 percent / Co(PPh3)4 / tetrahydrofuran / 0.17 h / 0 °C
10.1: 69 percent / K2CO3 / 0.5 h / 0 °C
11.1: 99 percent / molecular sieves 4 Angstroem; proton sponge / CH2Cl2 / 3 h / 20 °C
12.1: DIBAL / CH2Cl2 / 0.08 h / -78 °C
12.2: 87 percent / molecular sieves 4 Angstroem; PDC / CH2Cl2 / 1 h / 20 °C
With pyridine; borane-THF; dilithium tetrachlorocuprate; Proton Sponge; tristriphenylphosphine cobalt chloride; 4 A molecular sieve; diisobutylaluminium hydride; potassium carbonate; acetic acid; phenyllithium; lithium bromide; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; 7.2: Wittig-Schlosser reaction / 9.1: Reformatsky reaction;
DOI:10.1021/np000502q
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