2-(2-Methylamino-phenylsulfinyl)-11-methyl-cycloundecanon

Base Information

• Chemical Name: 2-(2-Methylamino-phenylsulfinyl)-11-methyl-cycloundecanon
• CAS No.: 73674-30-3
• Molecular Formula: C₁₉H₂₉NO₂S
• Molecular Weight: 335.511
• Mol file: 73674-30-3.mol

Synonyms:

Chemical Property of 2-(2-Methylamino-phenylsulfinyl)-11-methyl-cycloundecanon

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(2-Methylamino-phenylsulfinyl)-11-methyl-cycloundecanon

There total 10 articles about 2-(2-Methylamino-phenylsulfinyl)-11-methyl-cycloundecanon 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:

11-bromoundecanoyl chloride (15949-84-5) → 2-(2-Methylamino-phenylsulfinyl)-11-methyl-cycloundecanon (73674-30-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 10 percent / Et₃N / diethyl ether / 0.5 h / Ambient temperature

2: 84.4 percent / NaBH₄, NaH, 2-propanol / dioxane / 1.) 70 deg C, 2.) reflux, 1 h

3: 87.6 percent / LDA / tetrahydrofuran / 1.) 1 h, -78 deg C, 2.) 2 h, ice bath, 3.) 0.5 h, r.t.

4: 94 percent / NaIO₄ / H₂O; methanol / 20 h / Ambient temperature

5: LDA / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) 30 min, ice bath

With sodium tetrahydroborate; sodium periodate; sodium hydride; triethylamine; isopropyl alcohol; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; water;

Reference yield:

15,17-dimethyl-5-oxo-5,6,7,8,9,10,11,12,13,14,15,17-dodecahydro-5λ4-thia-17-aza-benzocyclopentadecen-16-one (73674-20-1) → 2-(2-Methylamino-phenylsulfinyl)-11-methyl-cycloundecanon (73674-30-3)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1016/S0040-4039(01)86626-0

Reference yield:

2,2'-dithiobis(N-methylaniline) (3495-63-4) → 2-(2-Methylamino-phenylsulfinyl)-11-methyl-cycloundecanon (73674-30-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 10 percent / Et₃N / diethyl ether / 0.5 h / Ambient temperature

2: 84.4 percent / NaBH₄, NaH, 2-propanol / dioxane / 1.) 70 deg C, 2.) reflux, 1 h

3: 87.6 percent / LDA / tetrahydrofuran / 1.) 1 h, -78 deg C, 2.) 2 h, ice bath, 3.) 0.5 h, r.t.

4: 94 percent / NaIO₄ / H₂O; methanol / 20 h / Ambient temperature

5: LDA / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) 30 min, ice bath

With sodium tetrahydroborate; sodium periodate; sodium hydride; triethylamine; isopropyl alcohol; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; water;

upstream raw materials:

15,17-dimethyl-5-oxo-5,6,7,8,9,10,11,12,13,14,15,17-dodecahydro-5λ⁴-thia-17-aza-benzocyclopentadecen-16-one

11-bromoundecanoic acid

11-bromoundecanoyl chloride

2,2'-dithiobis(N-methylaniline)

Downstream raw materials:

2-Methyl-cycloundecanon-(2,4-dinitrophenylhydrazon)

12-Bromo-dodecanoic acid (2-{2-[(12-bromo-dodecanoyl)-methyl-amino]-phenyldisulfanyl}-phenyl)-methyl-amide

11-Bromo-undecanoic acid (2-{2-[(11-bromo-undecanoyl)-methyl-amino]-phenyldisulfanyl}-phenyl)-methyl-amide

10-Bromo-decanoic acid (2-{2-[(10-bromo-decanoyl)-methyl-amino]-phenyldisulfanyl}-phenyl)-methyl-amide