1-Methoxy-4-[(7Z,13E)-(2R,4S,5R,6S,9S,11S,12R)-5,9,11,15-tetrakis-(tert-butyl-dimethyl-silanyloxy)-2,4,6,12-tetramethyl-pentadeca-7,13-dienyloxymethyl]-benzene

Base Information

Chemical Name:1-Methoxy-4-[(7Z,13E)-(2R,4S,5R,6S,9S,11S,12R)-5,9,11,15-tetrakis-(tert-butyl-dimethyl-silanyloxy)-2,4,6,12-tetramethyl-pentadeca-7,13-dienyloxymethyl]-benzene
CAS No.:887602-40-6
Molecular Formula:C₅₁H₁₀₀O₆Si₄
Molecular Weight:921.693
Hs Code.:

1-Methoxy-4-[(7Z,13E)-(2R,4S,5R,6S,9S,11S,12R)-5,9,11,15-tetrakis-(tert-butyl-dimethyl-silanyloxy)-2,4,6,12-tetramethyl-pentadeca-7,13-dienyloxymethyl]-benzene

Synonyms:1-Methoxy-4-[(7Z,13E)-(2R,4S,5R,6S,9S,11S,12R)-5,9,11,15-tetrakis-(tert-butyl-dimethyl-silanyloxy)-2,4,6,12-tetramethyl-pentadeca-7,13-dienyloxymethyl]-benzene

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Chemical Property of 1-Methoxy-4-[(7Z,13E)-(2R,4S,5R,6S,9S,11S,12R)-5,9,11,15-tetrakis-(tert-butyl-dimethyl-silanyloxy)-2,4,6,12-tetramethyl-pentadeca-7,13-dienyloxymethyl]-benzene

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Technology Process of 1-Methoxy-4-[(7Z,13E)-(2R,4S,5R,6S,9S,11S,12R)-5,9,11,15-tetrakis-(tert-butyl-dimethyl-silanyloxy)-2,4,6,12-tetramethyl-pentadeca-7,13-dienyloxymethyl]-benzene

There total 13 articles about 1-Methoxy-4-[(7Z,13E)-(2R,4S,5R,6S,9S,11S,12R)-5,9,11,15-tetrakis-(tert-butyl-dimethyl-silanyloxy)-2,4,6,12-tetramethyl-pentadeca-7,13-dienyloxymethyl]-benzene 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:

: 887602-39-3
(2E,8Z)-(4R,5S,7S,10S,11R,12S,14R)-5,7-Bis-(tert-butyl-dimethyl-silanyloxy)-15-(4-methoxy-benzyloxy)-4,10,12,14-tetramethyl-pentadeca-2,8-diene-1,11-diol

: 69739-34-0
t-butyldimethylsiyl triflate

: 887602-40-6
1-Methoxy-4-[(7Z,13E)-(2R,4S,5R,6S,9S,11S,12R)-5,9,11,15-tetrakis-(tert-butyl-dimethyl-silanyloxy)-2,4,6,12-tetramethyl-pentadeca-7,13-dienyloxymethyl]-benzene

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/ja0609708

Reference yield:

: (2S,3S,5S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methyl-hept-6-enal

: 887602-40-6
1-Methoxy-4-[(7Z,13E)-(2R,4S,5R,6S,9S,11S,12R)-5,9,11,15-tetrakis-(tert-butyl-dimethyl-silanyloxy)-2,4,6,12-tetramethyl-pentadeca-7,13-dienyloxymethyl]-benzene

Guidance literature:: Multi-step reaction with 6 steps

1: 0.250 g / 2-methyl-2-butene; KH₂PO₄; NaClO₂ / tetrahydrofuran; H₂O / 2.5 h / 20 °C

2: 90 percent / Et₃N; DMAP; 2,4,6-trichlorobenzoyl chloride / toluene / -78 - 20 °C

3: DIBAL-H / toluene; CH₂Cl₂ / 0.25 h / -100 °C

4: 148 mg / CH₂Cl₂ / 0 - 20 °C

5: DIBAL-H / CH₂Cl₂ / 0.5 h / -78 - 0 °C

6: 2,6-lutidine / CH₂Cl₂ / 0 - 20 °C

With 2,6-dimethylpyridine; dmap; sodium chlorite; potassium dihydrogenphosphate; 2-methyl-but-2-ene; 2,4,6-trichlorobenzoyl chloride; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; dichloromethane; water; toluene;
DOI:10.1021/ja0609708

Reference yield:

: (E)-(5S,6R)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(4-methoxy-benzyloxy)-6-methyl-hept-2-enal

: 887602-40-6
1-Methoxy-4-[(7Z,13E)-(2R,4S,5R,6S,9S,11S,12R)-5,9,11,15-tetrakis-(tert-butyl-dimethyl-silanyloxy)-2,4,6,12-tetramethyl-pentadeca-7,13-dienyloxymethyl]-benzene

Guidance literature:: Multi-step reaction with 12 steps

1.1: 460 mg / DIBAL-H / CH₂Cl₂ / -78 - 0 °C

2.1: (+)-diethyltartrate; Ti(i-PrO)4; tert-butyl hydrogen peroxide / CH₂Cl₂; toluene / 15 h / -20 °C

3.1: PPh₃; imidazole; I₂ / tetrahydrofuran; acetonitrile / 0.75 h / 0 °C

3.2: Zn / tetrahydrofuran; acetonitrile / 0.5 h / Heating

4.1: 464 mg / imidazole / CH₂Cl₂ / 0 - 20 °C

5.1: DDQ / CH₂Cl₂ / 0.25 h / 0 °C

6.1: Dess-Martin periodinane / CH₂Cl₂ / 0 - 20 °C

7.1: 0.250 g / 2-methyl-2-butene; KH₂PO₄; NaClO₂ / tetrahydrofuran; H₂O / 2.5 h / 20 °C

8.1: 90 percent / Et₃N; DMAP; 2,4,6-trichlorobenzoyl chloride / toluene / -78 - 20 °C

9.1: DIBAL-H / toluene; CH₂Cl₂ / 0.25 h / -100 °C

10.1: 148 mg / CH₂Cl₂ / 0 - 20 °C

11.1: DIBAL-H / CH₂Cl₂ / 0.5 h / -78 - 0 °C

12.1: 2,6-lutidine / CH₂Cl₂ / 0 - 20 °C

With 1H-imidazole; 2,6-dimethylpyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; sodium chlorite; potassium dihydrogenphosphate; 2-methyl-but-2-ene; 2,4,6-trichlorobenzoyl chloride; iodine; diisobutylaluminium hydride; Dess-Martin periodane; (+)-Weinsaeure-diethylester; triethylamine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; water; toluene; acetonitrile;
DOI:10.1021/ja0609708