tert-butyl-[9-(2,5-dimethoxy-3-nitro-phenyl)-5,6,9-trimethoxy-1-(1-methoxy-allyl)-2,4,8-trimethyl-non-2-enyloxy]-dimethyl-silane

Base Information

Chemical Name:tert-butyl-[9-(2,5-dimethoxy-3-nitro-phenyl)-5,6,9-trimethoxy-1-(1-methoxy-allyl)-2,4,8-trimethyl-non-2-enyloxy]-dimethyl-silane
CAS No.:649566-93-8
Molecular Formula:C₃₃H₅₇NO₉Si
Molecular Weight:639.902
Hs Code.:

Synonyms:tert-butyl-[9-(2,5-dimethoxy-3-nitro-phenyl)-5,6,9-trimethoxy-1-(1-methoxy-allyl)-2,4,8-trimethyl-non-2-enyloxy]-dimethyl-silane

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Chemical Property of tert-butyl-[9-(2,5-dimethoxy-3-nitro-phenyl)-5,6,9-trimethoxy-1-(1-methoxy-allyl)-2,4,8-trimethyl-non-2-enyloxy]-dimethyl-silane

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Technology Process of tert-butyl-[9-(2,5-dimethoxy-3-nitro-phenyl)-5,6,9-trimethoxy-1-(1-methoxy-allyl)-2,4,8-trimethyl-non-2-enyloxy]-dimethyl-silane

There total 12 articles about tert-butyl-[9-(2,5-dimethoxy-3-nitro-phenyl)-5,6,9-trimethoxy-1-(1-methoxy-allyl)-2,4,8-trimethyl-non-2-enyloxy]-dimethyl-silane 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: 97.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 649566-96-1
12-(2,5-dimethoxy-3-nitro-phenyl)-3,8,9,12-tetramethoxy-5,7,11-trimethyl-dodeca-1,5-diene-4-ol

: 649566-93-8
tert-butyl-[9-(2,5-dimethoxy-3-nitro-phenyl)-5,6,9-trimethoxy-1-(1-methoxy-allyl)-2,4,8-trimethyl-non-2-enyloxy]-dimethyl-silane

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 0 - 20 ℃;
DOI:10.1021/ol036092p

Reference yield:

: 170707-52-5
(2S,4S,5R)-5-(2,5-dimethoxy-3-nitrophenyl)-2,5-dimethoxy-4-methylpentanal

: 649566-93-8
tert-butyl-[9-(2,5-dimethoxy-3-nitro-phenyl)-5,6,9-trimethoxy-1-(1-methoxy-allyl)-2,4,8-trimethyl-non-2-enyloxy]-dimethyl-silane

Guidance literature:: Multi-step reaction with 8 steps

1: TMSOTf

2: OsO₄; NMO

3: Pb(OAc)4; K₂CO₃

4: 78 percent / toluene

5: 80 percent / DIBAL-H / tetrahydrofuran

6: 91 percent / DMSO; oxalyl chloride

7: 77 percent / boron trifluoride etherate / tetrahydrofuran; cyclohexane / -78 - -5 °C

8: 97 percent / imidazole / dimethylformamide / 0 - 20 °C

With 1H-imidazole; lead(IV) acetate; osmium(VIII) oxide; N-methyl-2-indolinone; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; boron trifluoride diethyl etherate; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; In tetrahydrofuran; cyclohexane; N,N-dimethyl-formamide; toluene; 4: Wittig reaction / 6: Swern oxidation;
DOI:10.1021/ol036092p

Reference yield:

: 170901-52-7
(2R,3S,5S,6R)-2-Benzyloxy-6-(2,5-dimethoxy-3-nitro-phenyl)-6-methoxy-5-methyl-hexane-1,3-diol

: 649566-93-8
tert-butyl-[9-(2,5-dimethoxy-3-nitro-phenyl)-5,6,9-trimethoxy-1-(1-methoxy-allyl)-2,4,8-trimethyl-non-2-enyloxy]-dimethyl-silane

Guidance literature:: Multi-step reaction with 12 steps

1.1: 98 percent / TBAF

2.1: BCl₃*SMe₂

2.2: NaIO₄

3.1: TMSOTf

4.1: OsO₄; NMO

5.1: Pb(OAc)4; K₂CO₃

6.1: 78 percent / toluene

7.1: 80 percent / DIBAL-H / tetrahydrofuran

8.1: 91 percent / DMSO; oxalyl chloride

9.1: 77 percent / boron trifluoride etherate / tetrahydrofuran; cyclohexane / -78 - -5 °C

10.1: 97 percent / imidazole / dimethylformamide / 0 - 20 °C

With 1H-imidazole; lead(IV) acetate; osmium(VIII) oxide; N-methyl-2-indolinone; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; boron trichloride - methyl sulfide complex; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; In tetrahydrofuran; cyclohexane; N,N-dimethyl-formamide; toluene; 8.1: Wittig reaction / 10.1: Swern oxidation;
DOI:10.1021/ol036092p