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11-(tert-butyl-dimethyl-silanyloxy)-2,4,6,8,10,12-hexamethyl-5-oxo-docosa-2,6,8-trienoic acid 3-carboxy-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-propyl ester

Base Information
  • Chemical Name:11-(tert-butyl-dimethyl-silanyloxy)-2,4,6,8,10,12-hexamethyl-5-oxo-docosa-2,6,8-trienoic acid 3-carboxy-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-propyl ester
  • CAS No.:932406-88-7
  • Molecular Formula:C63H94O12Si
  • Molecular Weight:1071.52
  • Hs Code.:
11-(<i>tert</i>-butyl-dimethyl-silanyloxy)-2,4,6,8,10,12-hexamethyl-5-oxo-docosa-2,6,8-trienoic acid 3-carboxy-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-propyl ester

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Chemical Property of 11-(tert-butyl-dimethyl-silanyloxy)-2,4,6,8,10,12-hexamethyl-5-oxo-docosa-2,6,8-trienoic acid 3-carboxy-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-propyl ester
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Technology Process of 11-(tert-butyl-dimethyl-silanyloxy)-2,4,6,8,10,12-hexamethyl-5-oxo-docosa-2,6,8-trienoic acid 3-carboxy-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-propyl ester

There total 24 articles about 11-(tert-butyl-dimethyl-silanyloxy)-2,4,6,8,10,12-hexamethyl-5-oxo-docosa-2,6,8-trienoic acid 3-carboxy-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-propyl 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:
Guidance literature:
Multi-step reaction with 11 steps
1: imidazole
2: 96 percent / Dess-Martin periodinane / CH2Cl2 / 3 h / 20 °C
3: 86 percent / TiCl4; DIPEA / CH2Cl2 / -78 °C
4: 96 percent / diisopropyl azodicarboxylate; PBu3 / tetrahydrofuran; toluene / 6 h / -30 °C
5: AcOH; H2O / tetrahydrofuran
6: 98 percent / MnO2 / CH2Cl2 / 2 h / 20 °C
7: 96 percent / NaClO2; aq. NaH2PO4; 2-methyl-2-butene / 2-methyl-propan-2-ol / 16 h / 20 °C
8: 86 percent / diisopropyl azodicarboxylate; PPh3 / toluene / 12 h / 20 °C
9: AcOH; H2O / tetrahydrofuran
10: Dess-Martin periodinane
11: aq. NaClO2; NaH2PO4
With 1H-imidazole; manganese(IV) oxide; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; tributylphosphine; di-isopropyl azodicarboxylate; water; titanium tetrachloride; Dess-Martin periodane; acetic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; toluene; tert-butyl alcohol; 2: Dess-Martin oxidation / 4: Mitsunobu dehydration / 8: Mitsunobu esterification / 10: Dess-Martin oxidation;
DOI:10.1021/ol0630191
Guidance literature:
Multi-step reaction with 7 steps
1.1: NaH
2.1: PdCl2; O2; H2O / CHCl3
2.2: NaBH4
3.1: 95 percent / Et3N / CH2Cl2 / 20 h / 0 °C
4.1: 86 percent / diisopropyl azodicarboxylate; PPh3 / toluene / 12 h / 20 °C
5.1: AcOH; H2O / tetrahydrofuran
6.1: Dess-Martin periodinane
7.1: aq. NaClO2; NaH2PO4
With sodium chlorite; sodium dihydrogenphosphate; di-isopropyl azodicarboxylate; water; oxygen; sodium hydride; Dess-Martin periodane; acetic acid; triethylamine; triphenylphosphine; palladium dichloride; In tetrahydrofuran; dichloromethane; chloroform; toluene; 4.1: Mitsunobu esterification / 6.1: Dess-Martin oxidation;
DOI:10.1021/ol0630191
Guidance literature:
Multi-step reaction with 9 steps
1: 86 percent / TiCl4; DIPEA / CH2Cl2 / -78 °C
2: 96 percent / diisopropyl azodicarboxylate; PBu3 / tetrahydrofuran; toluene / 6 h / -30 °C
3: AcOH; H2O / tetrahydrofuran
4: 98 percent / MnO2 / CH2Cl2 / 2 h / 20 °C
5: 96 percent / NaClO2; aq. NaH2PO4; 2-methyl-2-butene / 2-methyl-propan-2-ol / 16 h / 20 °C
6: 86 percent / diisopropyl azodicarboxylate; PPh3 / toluene / 12 h / 20 °C
7: AcOH; H2O / tetrahydrofuran
8: Dess-Martin periodinane
9: aq. NaClO2; NaH2PO4
With manganese(IV) oxide; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; tributylphosphine; di-isopropyl azodicarboxylate; water; titanium tetrachloride; Dess-Martin periodane; acetic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; toluene; tert-butyl alcohol; 2: Mitsunobu dehydration / 6: Mitsunobu esterification / 8: Dess-Martin oxidation;
DOI:10.1021/ol0630191
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