11-(tert-butyl-dimethyl-silanyloxy)-2,4,6,8,10,12-hexamethyl-5-oxo-docosa-2,6,8-trienoic acid 4-(tert-butyl-dimethyl-silanyloxy)-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-butyl 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 4-(tert-butyl-dimethyl-silanyloxy)-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-butyl ester
CAS No.:932406-87-6
Molecular Formula:C₆₉H₁₁₀O₁₁Si₂
Molecular Weight:1171.8
Hs Code.:

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

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

There total 21 articles about 11-(tert-butyl-dimethyl-silanyloxy)-2,4,6,8,10,12-hexamethyl-5-oxo-docosa-2,6,8-trienoic acid 4-(tert-butyl-dimethyl-silanyloxy)-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-butyl 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: 86.0%

: 932406-77-4
5-(tert-butyl-dimethyl-silanyloxy)-1,3,4-tris-(4-methoxy-benzyloxy)-pentan-2-ol

: 932406-76-3
11-(tert-butyl-dimethyl-silanyloxy)-2,4,6,8,10,12-hexamethyl-5-oxo-docosa-2,6,8-trienoic acid

: 932406-87-6
11-(tert-butyl-dimethyl-silanyloxy)-2,4,6,8,10,12-hexamethyl-5-oxo-docosa-2,6,8-trienoic acid 4-(tert-butyl-dimethyl-silanyloxy)-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-butyl ester

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In toluene; at 20 ℃; for 12h;
DOI:10.1021/ol0630191

Reference yield:

: 2,4-dimethyl-hept-2-ene-1,5-diol

: 932406-87-6
11-(tert-butyl-dimethyl-silanyloxy)-2,4,6,8,10,12-hexamethyl-5-oxo-docosa-2,6,8-trienoic acid 4-(tert-butyl-dimethyl-silanyloxy)-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-butyl ester

Guidance literature:: Multi-step reaction with 8 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

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;
DOI:10.1021/ol0630191

Reference yield:

: 773896-71-2
2-allyloxy-5-hydroxymethyl-tetrahydro-furan-3,4-diol

: 932406-87-6
11-(tert-butyl-dimethyl-silanyloxy)-2,4,6,8,10,12-hexamethyl-5-oxo-docosa-2,6,8-trienoic acid 4-(tert-butyl-dimethyl-silanyloxy)-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-butyl ester

Guidance literature:: Multi-step reaction with 4 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

With di-isopropyl azodicarboxylate; water; oxygen; sodium hydride; triethylamine; triphenylphosphine; palladium dichloride; In dichloromethane; chloroform; toluene; 4.1: Mitsunobu esterification;
DOI:10.1021/ol0630191