Sphingofungin C

Base Information

• Chemical Name: Sphingofungin C
• CAS No.: 121025-46-5
• Molecular Formula: C₂₂H₄₁NO₇
• Molecular Weight: 431.57
• Mol file: 121025-46-5.mol

Synonyms:6-Eicosenoicacid, 5-(acetyloxy)-2-amino-3,4,14-trihydroxy-, [2S-(2R*,3S*,4S*,5R*,6E,14S*)]-;Sphingofungin C

Chemical Property of Sphingofungin C

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 627.8°Cat760mmHg
• Flash Point: 333.5°C
• PSA: 150.31000
• Density: 1.131g/cm³
• LogP: 2.98020

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Sphingofungin C

There total 4 articles about Sphingofungin C 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: 34.0%

C38H63NO8S → eicosenoic acid (121025-46-5)

Guidance literature:

With boron trichloride; In dichloromethane; at -78 ℃; for 0.5h; Schlenk technique;

DOI:10.1002/anie.202112616

Reference yield:

C11H19NO5 → eicosenoic acid (121025-46-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: lithium hydroxide / tetrahydrofuran; water / 0.5 h / 20 °C / Schlenk technique

1.2: 0.5 h / 0 - 20 °C / Schlenk technique

2.1: 1,1,3,3-tetramethyl-2-(4,5,6,7-tetrachloro-1,3-dioxoisoindolin-2-yl)isouronium hexafluorophosphate(V); nickel(II) acetate tetrahydrate; zinc; 4-methyl-morpholine / 1-methyl-pyrrolidin-2-one / 1.5 h / 20 °C / Schlenk technique

3.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; copper(l) iodide / dichloromethane / 40 °C / Schlenk technique

4.1: boron trichloride / dichloromethane / 0.5 h / -78 °C / Schlenk technique

With 4-methyl-morpholine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; copper(l) iodide; 1,1,3,3-tetramethyl-2-(4,5,6,7-tetrachloro-1,3-dioxoisoindolin-2-yl)isouronium hexafluorophosphate(V); nickel(II) acetate tetrahydrate; boron trichloride; lithium hydroxide; zinc; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; dichloromethane; water;

DOI:10.1002/anie.202112616

Reference yield:

C11H16O6 → eicosenoic acid (121025-46-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1,1,3,3-tetramethyl-2-(4,5,6,7-tetrachloro-1,3-dioxoisoindolin-2-yl)isouronium hexafluorophosphate(V); nickel(II) acetate tetrahydrate; zinc; 4-methyl-morpholine / 1-methyl-pyrrolidin-2-one / 1.5 h / 20 °C / Schlenk technique

2: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; copper(l) iodide / dichloromethane / 40 °C / Schlenk technique

3: boron trichloride / dichloromethane / 0.5 h / -78 °C / Schlenk technique

With 4-methyl-morpholine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; copper(l) iodide; 1,1,3,3-tetramethyl-2-(4,5,6,7-tetrachloro-1,3-dioxoisoindolin-2-yl)isouronium hexafluorophosphate(V); nickel(II) acetate tetrahydrate; boron trichloride; zinc; In 1-methyl-pyrrolidin-2-one; dichloromethane;

DOI:10.1002/anie.202112616

Downstream raw materials:

(E)-(2S,3R,4R,5S)-2-Acetylamino-3,4,5-tris-(tert-butyl-dimethyl-silanyloxy)-14-hydroxy-icos-6-enoic acid benzyl ester

(2S,3R,4S,5S)-2-Acetylamino-3,4,5-tris-(tert-butyl-dimethyl-silanyloxy)-6-methanesulfonyloxy-hexanoic acid benzyl ester

(2S,3R,4R,5S)-1-Acetyl-3,4,5-tris-(tert-butyl-dimethyl-silanyloxy)-piperidine-2-carboxylic acid benzyl ester

(2S,3R,4S,5S)-2-Acetylamino-3,4,5-tris-(tert-butyl-dimethyl-silanyloxy)-6-hydroxy-hexanoic acid benzyl ester

Refernces