2,6-Tridecadienal, 13-(2,5-dimethoxy-3-nitrophenyl)-5-[[(1,1-dimethylethyl)dimethylsilyl]oxy] -4,9,10,13-tetramethoxy-6,8,12-trimethyl-, (2Z,4S,5S,6E,8S,9R,10S,12S,13R)-

Base Information

Chemical Name:2,6-Tridecadienal, 13-(2,5-dimethoxy-3-nitrophenyl)-5-[[(1,1-dimethylethyl)dimethylsilyl]oxy] -4,9,10,13-tetramethoxy-6,8,12-trimethyl-, (2Z,4S,5S,6E,8S,9R,10S,12S,13R)-
CAS No.:649566-94-9
Molecular Formula:C34H57NO10Si
Molecular Weight:667.913
Hs Code.:

2,6-Tridecadienal,
13-(2,5-dimethoxy-3-nitrophenyl)-5-[[(1,1-dimethylethyl)dimethylsilyl]oxy]
-4,9,10,13-tetramethoxy-6,8,12-trimethyl-,
(2Z,4S,5S,6E,8S,9R,10S,12S,13R)-

Synonyms:

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Chemical Property of 2,6-Tridecadienal, 13-(2,5-dimethoxy-3-nitrophenyl)-5-[[(1,1-dimethylethyl)dimethylsilyl]oxy] -4,9,10,13-tetramethoxy-6,8,12-trimethyl-, (2Z,4S,5S,6E,8S,9R,10S,12S,13R)-

Chemical Property:

Purity/Quality:

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Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 2,6-Tridecadienal, 13-(2,5-dimethoxy-3-nitrophenyl)-5-[[(1,1-dimethylethyl)dimethylsilyl]oxy] -4,9,10,13-tetramethoxy-6,8,12-trimethyl-, (2Z,4S,5S,6E,8S,9R,10S,12S,13R)-

There total 18 articles about 2,6-Tridecadienal, 13-(2,5-dimethoxy-3-nitrophenyl)-5-[[(1,1-dimethylethyl)dimethylsilyl]oxy] -4,9,10,13-tetramethoxy-6,8,12-trimethyl-, (2Z,4S,5S,6E,8S,9R,10S,12S,13R)- 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%

: 649566-98-3
5-(tert-butyl-dimethyl-silanyloxy)-13-(2,5-dimethoxy-3-nitro-phenyl)-4,9,10,13-tetramethoxy-6,8,12-trimethyl-trideca-2,6-dien-1-ol

: 649566-94-9
5-(tert-butyl-dimethyl-silanyloxy)-13-(2,5-dimethoxy-3-nitro-phenyl)-4,9,10,13-tetramethoxy-6,8,12-trimethyl-trideca-2,6-dienal

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 0.5h;
DOI:10.1021/ol036092p

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 649566-94-9
5-(tert-butyl-dimethyl-silanyloxy)-13-(2,5-dimethoxy-3-nitro-phenyl)-4,9,10,13-tetramethoxy-6,8,12-trimethyl-trideca-2,6-dienal

Guidance literature:: Multi-step reaction with 6 steps

1.1: 97 percent / imidazole / dimethylformamide / 0 - 20 °C

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

3.1: 145 mg / K₂CO₃; Pb(OAc)4 / benzene / 5.5 h / 20 °C

4.1: 18-crown-6-ether; KN(TMS)2 / toluene; tetrahydrofuran / 0.08 h / -78 °C

4.2: 208 mg / tetrahydrofuran; toluene / 3 h / -78 °C

5.1: 92 percent / DIBAL-H / tetrahydrofuran; hexane / 1 h / -78 °C

6.1: 97 percent / DMSO; oxalyl chloride / CH₂Cl₂ / 0.5 h / -78 °C

With 1H-imidazole; lead(IV) acetate; osmium(VIII) oxide; oxalyl dichloride; 18-crown-6 ether; potassium hexamethylsilazane; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; 4-methylmorpholine N-oxide; In tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; benzene; 4.1: Horner-Emmons olefination / 4.2: Horner-Emmons olefination / 6.1: Swern oxidation;
DOI:10.1021/ol036092p

Reference yield:

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

: 649566-94-9
5-(tert-butyl-dimethyl-silanyloxy)-13-(2,5-dimethoxy-3-nitro-phenyl)-4,9,10,13-tetramethoxy-6,8,12-trimethyl-trideca-2,6-dienal

Guidance literature:: Multi-step reaction with 13 steps

1.1: TMSOTf

2.1: OsO₄; NMO

3.1: Pb(OAc)4; K₂CO₃

4.1: 78 percent / toluene

5.1: 80 percent / DIBAL-H / tetrahydrofuran

6.1: 91 percent / DMSO; oxalyl chloride

7.1: 77 percent / boron trifluoride etherate / tetrahydrofuran; cyclohexane / -78 - -5 °C

8.1: 97 percent / imidazole / dimethylformamide / 0 - 20 °C

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

10.1: 145 mg / K₂CO₃; Pb(OAc)4 / benzene / 5.5 h / 20 °C

11.1: 18-crown-6-ether; KN(TMS)2 / toluene; tetrahydrofuran / 0.08 h / -78 °C

11.2: 208 mg / tetrahydrofuran; toluene / 3 h / -78 °C

12.1: 92 percent / DIBAL-H / tetrahydrofuran; hexane / 1 h / -78 °C

13.1: 97 percent / DMSO; oxalyl chloride / CH₂Cl₂ / 0.5 h / -78 °C

With 1H-imidazole; lead(IV) acetate; osmium(VIII) oxide; N-methyl-2-indolinone; oxalyl dichloride; 18-crown-6 ether; trimethylsilyl trifluoromethanesulfonate; boron trifluoride diethyl etherate; potassium hexamethylsilazane; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; 4-methylmorpholine N-oxide; In tetrahydrofuran; hexane; dichloromethane; cyclohexane; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; benzene; 4.1: Wittig reaction / 6.1: Swern oxidation / 11.1: Horner-Emmons olefination / 11.2: Horner-Emmons olefination / 13.1: Swern oxidation;
DOI:10.1021/ol036092p