Sideroxylonal A

Base Information

• Chemical Name: Sideroxylonal A
• CAS No.: 145382-68-9
• Molecular Formula: C₂₆H₂₈O₁₀
• Molecular Weight: 500.502
• Mol file: 145382-68-9.mol

Synonyms:2H-1-Benzopyran-6,8-dicarboxaldehyde,2-(3,5-diformyl-2,4,6-trihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-3-(1-methylethyl)-4-(2-methylpropyl)-,(2a,3b,4b)-; Sideroxylonal A

Chemical Property of Sideroxylonal A

Chemical Property:

• PSA: 178.66000
• LogP: 4.00020

Purity/Quality:

98%min ^*data from raw suppliers

SideroxylonalA ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Sideroxylonal A

There total 14 articles about Sideroxylonal A 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: 72.0%

(2S,3R,4R)-2-(3,5-Diformyl-2,4,6-trimethoxy-phenyl)-4-isobutyl-3-isopropyl-5,7-dimethoxy-chroman-6,8-dicarbaldehyde → sideroxylonal B (145382-68-9)

Guidance literature:

With boron tribromide-dimethyl sulfide complex; In 1,2-dichloro-ethane; at 70 ℃;

DOI:10.1016/S0040-4039(99)00045-3

Reference yield: 60.0%

(2R,3R,4R)-2-(3,5-Diformyl-2,4,6-trimethoxy-phenyl)-4-isobutyl-3-isopropyl-5,7-dimethoxy-chroman-6,8-dicarbaldehyde → sideroxylonal C (145382-68-9)

Guidance literature:

With boron tribromide-dimethyl sulfide complex; In 1,2-dichloro-ethane; at 70 ℃;

DOI:10.1016/S0040-4039(99)00045-3

Reference yield:

(2S,3S,4S)-4-Isobutyl-3-isopropyl-5,7-dimethoxy-2-(2,4,6-trimethoxy-phenyl)-chroman → sideroxylonal C (145382-68-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 91 percent / benzyltrimethylammonium tribromide,; NaHCO₃ / CH₂Cl₂; methanol / 20 °C

2: 86 percent / benzyltrimethylammonium tribromide,; ZnCl₂,; AcOH / 70 °C

3: 56 percent / t-BuLi / tetrahydrofuran / -78 °C

4: DIBAL / toluene / -78 °C

5: PDC / CH₂Cl₂

6: 60 percent / BBr₃*SMe₂ / 1,2-dichloro-ethane / 70 °C

With dipyridinium dichromate; boron tribromide-dimethyl sulfide complex; benzyltrimethylammonium tribromide; tert.-butyl lithium; diisobutylaluminium hydride; sodium hydrogencarbonate; acetic acid; zinc(II) chloride; In tetrahydrofuran; methanol; dichloromethane; 1,2-dichloro-ethane; toluene; 1: Bromination / 2: Bromination / 3: Esterification / 4: Reduction / 5: Oxidation / 6: dealkylation;

DOI:10.1016/S0040-4039(99)00045-3

Refernces