3-(tert-butyl-dimethyl-silanyl)-11-(2,5-dimethoxy-3-nitro-phenyl)-2,7,8,11-tetramethoxy-4,6,10-trimethyl-undec-4-enal

Base Information

Chemical Name:3-(tert-butyl-dimethyl-silanyl)-11-(2,5-dimethoxy-3-nitro-phenyl)-2,7,8,11-tetramethoxy-4,6,10-trimethyl-undec-4-enal
CAS No.:649566-92-7
Molecular Formula:C₃₂H₅₅NO₁₀Si
Molecular Weight:641.875
Hs Code.:

Synonyms:3-(tert-butyl-dimethyl-silanyl)-11-(2,5-dimethoxy-3-nitro-phenyl)-2,7,8,11-tetramethoxy-4,6,10-trimethyl-undec-4-enal

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Chemical Property of 3-(tert-butyl-dimethyl-silanyl)-11-(2,5-dimethoxy-3-nitro-phenyl)-2,7,8,11-tetramethoxy-4,6,10-trimethyl-undec-4-enal

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Technology Process of 3-(tert-butyl-dimethyl-silanyl)-11-(2,5-dimethoxy-3-nitro-phenyl)-2,7,8,11-tetramethoxy-4,6,10-trimethyl-undec-4-enal

There total 15 articles about 3-(tert-butyl-dimethyl-silanyl)-11-(2,5-dimethoxy-3-nitro-phenyl)-2,7,8,11-tetramethoxy-4,6,10-trimethyl-undec-4-enal 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:

: (E)-(3S,4S,7S,8R,9S,11S,12R)-4-(tert-Butyl-dimethyl-silanyloxy)-12-(2,5-dimethoxy-3-nitro-phenyl)-3,8,9,12-tetramethoxy-5,7,11-trimethyl-dodec-5-ene-1,2-diol

: 649566-92-7
3-(tert-butyl-dimethyl-silanyl)-11-(2,5-dimethoxy-3-nitro-phenyl)-2,7,8,11-tetramethoxy-4,6,10-trimethyl-undec-4-enal

Guidance literature:: With lead(IV) acetate; potassium carbonate; In benzene; at 20 ℃; for 5.5h;
DOI:10.1021/ol036092p

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 649566-92-7
3-(tert-butyl-dimethyl-silanyl)-11-(2,5-dimethoxy-3-nitro-phenyl)-2,7,8,11-tetramethoxy-4,6,10-trimethyl-undec-4-enal

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / imidazole / dimethylformamide / 0 - 20 °C

2: N-methylmorpholine N-oxide; OsO₄ / 2-methyl-propan-2-ol; tetrahydrofuran; H₂O / 3 h / 20 °C

3: 145 mg / K₂CO₃; Pb(OAc)4 / benzene / 5.5 h / 20 °C

With 1H-imidazole; lead(IV) acetate; osmium(VIII) oxide; potassium carbonate; 4-methylmorpholine N-oxide; In tetrahydrofuran; water; N,N-dimethyl-formamide; tert-butyl alcohol; benzene;
DOI:10.1021/ol036092p

Reference yield:

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

: 649566-92-7
3-(tert-butyl-dimethyl-silanyl)-11-(2,5-dimethoxy-3-nitro-phenyl)-2,7,8,11-tetramethoxy-4,6,10-trimethyl-undec-4-enal

Guidance literature:: Multi-step reaction with 10 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

9: N-methylmorpholine N-oxide; OsO₄ / 2-methyl-propan-2-ol; tetrahydrofuran; H₂O / 3 h / 20 °C

10: 145 mg / K₂CO₃; Pb(OAc)4 / benzene / 5.5 h / 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; 4-methylmorpholine N-oxide; In tetrahydrofuran; cyclohexane; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; benzene; 4: Wittig reaction / 6: Swern oxidation;
DOI:10.1021/ol036092p