Technology Process of Acetic acid (5E,7E,13Z,15E)-(1R,9R,11S,17S)-19-(tert-butyl-diphenyl-silanyloxy)-9,11-dimethoxy-17-methoxymethoxy-1-methyl-nonadeca-5,7,13,15-tetraenyl ester
There total 14 articles about Acetic acid (5E,7E,13Z,15E)-(1R,9R,11S,17S)-19-(tert-butyl-diphenyl-silanyloxy)-9,11-dimethoxy-17-methoxymethoxy-1-methyl-nonadeca-5,7,13,15-tetraenyl 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:
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177905-22-5
Acetic acid (5E,7E,13Z,15E)-(1R,9R,11S,17S)-19-(tert-butyl-diphenyl-silanyloxy)-9,11-dimethoxy-17-methoxymethoxy-1-methyl-nonadeca-5,7,13,15-tetraenyl ester
- Guidance literature:
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Multi-step reaction with 5 steps
1: 93 percent / Et3N / CH2Cl2
2: 80 percent / DIPEA / CHCl3 / Heating
3: 95 percent / DIBAL-H / CH2Cl2 / -78 °C
4: 83 percent / Py*SO3, DMSO, Et3N
5: 1.) CrCl2, LiI, 2.) nBuLi, B(OMe)3, 3.) Pd(OAc)2, Ph3P, TlOH / 1.) THF, DMF, 2.) THF, -78 deg C
With
chromium dichloride; palladium diacetate; n-butyllithium; TlOH; Trimethyl borate; sulfur trioxide pyridine complex; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium iodide;
In
dichloromethane; chloroform;
DOI:10.1016/0040-4039(96)00563-1
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177905-22-5
Acetic acid (5E,7E,13Z,15E)-(1R,9R,11S,17S)-19-(tert-butyl-diphenyl-silanyloxy)-9,11-dimethoxy-17-methoxymethoxy-1-methyl-nonadeca-5,7,13,15-tetraenyl ester
- Guidance literature:
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Multi-step reaction with 5 steps
1: 1.) Bu3SnH, AIBN, 2.) Et3N, DMAP, 3.) Pd(OAc)2, Ph3As / 1.) 80 deg C, 3.) DMF, r.t., 8 h
2: 82 percent / TBAF / tetrahydrofuran
3: 82 percent / Dess-Martin periodinane
4: 53 percent / NaN(TMS)2, HMPA / tetrahydrofuran
5: 1.) CrCl2, LiI, 2.) nBuLi, B(OMe)3, 3.) Pd(OAc)2, Ph3P, TlOH / 1.) THF, DMF, 2.) THF, -78 deg C
With
chromium dichloride; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; palladium diacetate; n-butyllithium; TlOH; Trimethyl borate; 2,2'-azobis(isobutyronitrile); triphenyl-arsane; tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; sodium hexamethyldisilazane; Dess-Martin periodane; triethylamine; triphenylphosphine; lithium iodide;
In
tetrahydrofuran;
DOI:10.1016/0040-4039(96)00563-1
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177905-22-5
Acetic acid (5E,7E,13Z,15E)-(1R,9R,11S,17S)-19-(tert-butyl-diphenyl-silanyloxy)-9,11-dimethoxy-17-methoxymethoxy-1-methyl-nonadeca-5,7,13,15-tetraenyl ester
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 60 percent / HS(CH2)2SH, pTSA / CHCl3 / Heating
2: 93 percent / Et3N / CH2Cl2
3: 80 percent / DIPEA / CHCl3 / Heating
4: 95 percent / DIBAL-H / CH2Cl2 / -78 °C
5: 83 percent / Py*SO3, DMSO, Et3N
6: 1.) CrCl2, LiI, 2.) nBuLi, B(OMe)3, 3.) Pd(OAc)2, Ph3P, TlOH / 1.) THF, DMF, 2.) THF, -78 deg C
With
chromium dichloride; palladium diacetate; n-butyllithium; TlOH; Trimethyl borate; sulfur trioxide pyridine complex; diisobutylaluminium hydride; toluene-4-sulfonic acid; ethane-1,2-dithiol; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium iodide;
In
dichloromethane; chloroform;
DOI:10.1016/0040-4039(96)00563-1
