C₃₄H₄₄N₂O₉

Base Information

• Chemical Name: C₃₄H₄₄N₂O₉
• CAS No.: 1350818-24-4
• Molecular Formula: C₃₄H₄₄N₂O₉
• Molecular Weight: 624.731
• Mol file: 1350818-24-4.mol

Synonyms:C₃₄H₄₄N₂O₉

Chemical Property of C₃₄H₄₄N₂O₉

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₃₄H₄₄N₂O₉

There total 17 articles about C₃₄H₄₄N₂O₉ 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: 80.0%

C37H48N2O9 (1350818-23-3) → C34H44N2O9 (1350818-24-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 4h;

DOI:10.1016/j.tetlet.2011.09.134

Reference yield:

(2S,3S)-2-[(4R,5R)-2,2-dimethyl-5-phenyl-1,3-dioxolan-4-yl]hex-5-en-3-ol (932739-33-8) → C34H44N2O9 (1350818-24-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 2,4,6-trichlorobenzoyl chloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 - 20 °C

1.2: 18 h / 20 °C

2.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 2 h / Reflux

3.1: trifluoroacetic acid / dichloromethane / 4 h / 0 - 20 °C

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; 2,4,6-trichlorobenzoyl chloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; 1.1: Yamaguchi esterification / 1.2: Yamaguchi esterification;

DOI:10.1016/j.tetlet.2011.09.134

Reference yield:

C25H34O7S (1350818-15-3) → C34H44N2O9 (1350818-24-4)

Guidance literature:

Multi-step reaction with 13 steps

1.1: sodium iodide / acetone / 24 h / Reflux

2.1: potassium tert-butylate / tetrahydrofuran / 0.5 h / 0 °C

3.1: ozone / dichloromethane / 0.25 h / -78 °C

4.1: diethyl ether / diethyl ether; dichloromethane / 0.75 h / -78 °C

5.1: methanol; toluene-4-sulfonic acid / 6 h / Reflux

6.1: pyridinium p-toluenesulfonate / 3 h / 20 °C

7.1: methanol; potassium carbonate / 2 h / 20 °C

8.1: 5%-palladium/activated carbon; hydrogen / methanol / 3 h

9.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane / 1 h / 20 °C

10.1: potassium tert-butylate / tetrahydrofuran / 0 °C

10.2: 4 h / 0 - 20 °C

11.1: 2,4,6-trichlorobenzoyl chloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 - 20 °C

11.2: 18 h / 20 °C

12.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 2 h / Reflux

13.1: trifluoroacetic acid / dichloromethane / 4 h / 0 - 20 °C

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; methanol; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; diethyl ether; [bis(acetoxy)iodo]benzene; 2,4,6-trichlorobenzoyl chloride; 5%-palladium/activated carbon; potassium tert-butylate; hydrogen; pyridinium p-toluenesulfonate; potassium carbonate; toluene-4-sulfonic acid; ozone; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; sodium iodide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetone; 10.1: Wittig reaction / 10.2: Wittig reaction / 11.1: Yamaguchi esterification / 11.2: Yamaguchi esterification;

DOI:10.1016/j.tetlet.2011.09.134

upstream raw materials:

(2S,3S)-2-[(4R,5R)-2,2-dimethyl-5-phenyl-1,3-dioxolan-4-yl]hex-5-en-3-ol

C₂₅H₃₄O₇S

C₁₈H₂₇IO₄

C₁₈H₂₆O₄

Downstream raw materials:

cryptophycin-24