tert-butyl-{(1R)-1-[3-(2-methoxy-3,6-bis(methoxymethoxy)-5-nitro-phenyl)-(2R)-2-methylpropyl]-but-3-enyloxy}dimethylsilane

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Chemical Name:tert-butyl-{(1R)-1-[3-(2-methoxy-3,6-bis(methoxymethoxy)-5-nitro-phenyl)-(2R)-2-methylpropyl]-but-3-enyloxy}dimethylsilane
CAS No.:622347-56-2
Molecular Formula:C₂₅H₄₃NO₈Si
Molecular Weight:513.704
Hs Code.:

Synonyms:tert-butyl-{(1R)-1-[3-(2-methoxy-3,6-bis(methoxymethoxy)-5-nitro-phenyl)-(2R)-2-methylpropyl]-but-3-enyloxy}dimethylsilane

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Chemical Property of tert-butyl-{(1R)-1-[3-(2-methoxy-3,6-bis(methoxymethoxy)-5-nitro-phenyl)-(2R)-2-methylpropyl]-but-3-enyloxy}dimethylsilane

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Technology Process of tert-butyl-{(1R)-1-[3-(2-methoxy-3,6-bis(methoxymethoxy)-5-nitro-phenyl)-(2R)-2-methylpropyl]-but-3-enyloxy}dimethylsilane

There total 11 articles about tert-butyl-{(1R)-1-[3-(2-methoxy-3,6-bis(methoxymethoxy)-5-nitro-phenyl)-(2R)-2-methylpropyl]-but-3-enyloxy}dimethylsilane 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:

: 824-46-4
methoxyhydroquinone

: 622347-56-2
tert-butyl-{(1R)-1-[3-(2-methoxy-3,6-bis(methoxymethoxy)-5-nitro-phenyl)-(2R)-2-methylpropyl]-but-3-enyloxy}dimethylsilane

Guidance literature:: Multi-step reaction with 12 steps

1.1: 94 percent / NaH / dimethylformamide / 0 - 20 °C / 1.5 Torr

2.1: TMEDA; n-BuLi / tetrahydrofuran; hexane / 4 h / 0 - 20 °C

2.2: 79 percent / tetrahydrofuran; hexane / 1 h / 20 °C

3.1: 76 percent / aq. HNO₃ / acetic acid / 0.08 h / 0 °C

4.1: 79 percent / KH; TBAI / tetrahydrofuran / 50 h / 20 °C

5.1: 94 percent / NaBH₄ / tetrahydrofuran / 2.5 h / 20 °C

6.1: 69 percent / LiBr; NEt₃; MsCl / tetrahydrofuran / 0.5 h / 0 °C

7.1: 86 percent / NaHMDS / tetrahydrofuran / 4 h / -78 °C

8.1: 75 percent / LiBH₄ / diethyl ether / 1.5 h / 0 °C

9.1: 71 percent / PPh₃; DEAD / diethyl ether / 23 h / 20 °C

10.1: 79 percent / DIBAL-H / toluene / 1 h / -78 - 20 °C

11.1: Ipc₂B(OMe) / diethyl ether / -78 - 20 °C

11.2: 86 percent / diethyl ether / 4 h / -78 °C

12.1: 90 percent / 2,6-lutidine / CH₂Cl₂ / 4.5 h / 0 - 20 °C

With 2,6-dimethylpyridine; sodium tetrahydroborate; lithium borohydride; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; Ipc₂B(OMe); nitric acid; sodium hexamethyldisilazane; tetra-(n-butyl)ammonium iodide; potassium hydride; sodium hydride; diisobutylaluminium hydride; methanesulfonyl chloride; triethylamine; triphenylphosphine; lithium bromide; diethylazodicarboxylate; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; acetic acid; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol035400g

Reference yield:

: 131223-60-4
2-methoxy-1,4-bis-methoxymethoxy-benzene

: 622347-56-2
tert-butyl-{(1R)-1-[3-(2-methoxy-3,6-bis(methoxymethoxy)-5-nitro-phenyl)-(2R)-2-methylpropyl]-but-3-enyloxy}dimethylsilane

Guidance literature:: Multi-step reaction with 11 steps

1.1: TMEDA; n-BuLi / tetrahydrofuran; hexane / 4 h / 0 - 20 °C

1.2: 79 percent / tetrahydrofuran; hexane / 1 h / 20 °C

2.1: 76 percent / aq. HNO₃ / acetic acid / 0.08 h / 0 °C

3.1: 79 percent / KH; TBAI / tetrahydrofuran / 50 h / 20 °C

4.1: 94 percent / NaBH₄ / tetrahydrofuran / 2.5 h / 20 °C

5.1: 69 percent / LiBr; NEt₃; MsCl / tetrahydrofuran / 0.5 h / 0 °C

6.1: 86 percent / NaHMDS / tetrahydrofuran / 4 h / -78 °C

7.1: 75 percent / LiBH₄ / diethyl ether / 1.5 h / 0 °C

8.1: 71 percent / PPh₃; DEAD / diethyl ether / 23 h / 20 °C

9.1: 79 percent / DIBAL-H / toluene / 1 h / -78 - 20 °C

10.1: Ipc₂B(OMe) / diethyl ether / -78 - 20 °C

10.2: 86 percent / diethyl ether / 4 h / -78 °C

11.1: 90 percent / 2,6-lutidine / CH₂Cl₂ / 4.5 h / 0 - 20 °C

With 2,6-dimethylpyridine; sodium tetrahydroborate; lithium borohydride; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; Ipc₂B(OMe); nitric acid; sodium hexamethyldisilazane; tetra-(n-butyl)ammonium iodide; potassium hydride; diisobutylaluminium hydride; methanesulfonyl chloride; triethylamine; triphenylphosphine; lithium bromide; diethylazodicarboxylate; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; acetic acid; toluene;
DOI:10.1021/ol035400g

Reference yield:

: 622347-32-4
2-methoxy-3,6-bis(methoxymethoxy)benzaldehyde

: 622347-56-2
tert-butyl-{(1R)-1-[3-(2-methoxy-3,6-bis(methoxymethoxy)-5-nitro-phenyl)-(2R)-2-methylpropyl]-but-3-enyloxy}dimethylsilane

Guidance literature:: Multi-step reaction with 10 steps

1.1: 76 percent / aq. HNO₃ / acetic acid / 0.08 h / 0 °C

2.1: 79 percent / KH; TBAI / tetrahydrofuran / 50 h / 20 °C

3.1: 94 percent / NaBH₄ / tetrahydrofuran / 2.5 h / 20 °C

4.1: 69 percent / LiBr; NEt₃; MsCl / tetrahydrofuran / 0.5 h / 0 °C

5.1: 86 percent / NaHMDS / tetrahydrofuran / 4 h / -78 °C

6.1: 75 percent / LiBH₄ / diethyl ether / 1.5 h / 0 °C

7.1: 71 percent / PPh₃; DEAD / diethyl ether / 23 h / 20 °C

8.1: 79 percent / DIBAL-H / toluene / 1 h / -78 - 20 °C

9.1: Ipc₂B(OMe) / diethyl ether / -78 - 20 °C

9.2: 86 percent / diethyl ether / 4 h / -78 °C

10.1: 90 percent / 2,6-lutidine / CH₂Cl₂ / 4.5 h / 0 - 20 °C

With 2,6-dimethylpyridine; sodium tetrahydroborate; lithium borohydride; Ipc₂B(OMe); nitric acid; sodium hexamethyldisilazane; tetra-(n-butyl)ammonium iodide; potassium hydride; diisobutylaluminium hydride; methanesulfonyl chloride; triethylamine; triphenylphosphine; lithium bromide; diethylazodicarboxylate; In tetrahydrofuran; diethyl ether; dichloromethane; acetic acid; toluene;
DOI:10.1021/ol035400g