13-acetoxy-13-desmethylretinal 15,15-dimethyl acetal

Base Information

• Chemical Name: 13-acetoxy-13-desmethylretinal 15,15-dimethyl acetal
• CAS No.: 160193-82-8
• Molecular Formula: C₂₃H₃₄O₄
• Molecular Weight: 374.521
• Mol file: 160193-82-8.mol

Synonyms:13-acetoxy-13-desmethylretinal 15,15-dimethyl acetal

Chemical Property of 13-acetoxy-13-desmethylretinal 15,15-dimethyl acetal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 13-acetoxy-13-desmethylretinal 15,15-dimethyl acetal

There total 3 articles about 13-acetoxy-13-desmethylretinal 15,15-dimethyl acetal 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:

acetylacetaldehyde dimethyl acetal (5436-21-5) → 13-acetoxy-13-desmethylretinal 15,15-dimethyl acetal (160193-82-8)

Guidance literature:

Multi-step reaction with 2 steps

1: NaH / tetrahydrofuran / 1.) dry ice-acetone bath cooling, 20 min, 2.) -2 to 0 deg C, 10 min

2: LDA, DMAP / tetrahydrofuran; hexane / 1.) dry ice-acetone bath cooling, 1 h, 2.) 0 deg C, 1 h

With dmap; sodium hydride; lithium diisopropyl amide; In tetrahydrofuran; hexane;

DOI:10.1021/jo00110a022

Reference yield:

(2E,4E)-3-methyl-5-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4-pentadienal (3917-41-7) → 13-acetoxy-13-desmethylretinal 15,15-dimethyl acetal (160193-82-8)

Guidance literature:

Multi-step reaction with 2 steps

1: NaH / tetrahydrofuran / 1.) dry ice-acetone bath cooling, 20 min, 2.) -2 to 0 deg C, 10 min

2: LDA, DMAP / tetrahydrofuran; hexane / 1.) dry ice-acetone bath cooling, 1 h, 2.) 0 deg C, 1 h

With dmap; sodium hydride; lithium diisopropyl amide; In tetrahydrofuran; hexane;

DOI:10.1021/jo00110a022

Reference yield:

acetic anhydride (108-24-7) + 1,1-Dimethyloxy-7-methyl-9-(2',6',6'-trimethyl-1-cyclohexen-1-yl)-4E,6E,8E-nonatrien-3-one (82925-39-1) → 13-acetoxy-13-desmethylretinal 15,15-dimethyl acetal (160193-82-8)

Guidance literature:

With dmap; lithium diisopropyl amide; Multistep reaction; 1.) THF, -78 deg C, 2.) THF;

DOI:10.1021/ja00099a087

upstream raw materials:

acetic anhydride

1,1-Dimethyloxy-7-methyl-9-(2',6',6'-trimethyl-1-cyclohexen-1-yl)-4E,6E,8E-nonatrien-3-one

acetylacetaldehyde dimethyl acetal

(2E,4E)-3-methyl-5-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4-pentadienal