(S)-4-aza-6-(tert-butyldimethylsilanyloxy)-5-isopropyl-4-(p-toluenesulfonyl)hexanal dimethyl acetal

Base Information

• Chemical Name: (S)-4-aza-6-(tert-butyldimethylsilanyloxy)-5-isopropyl-4-(p-toluenesulfonyl)hexanal dimethyl acetal
• CAS No.: 903517-50-0
• Molecular Formula: C₂₃H₄₃NO₅SSi
• Molecular Weight: 473.75
• Mol file: 903517-50-0.mol

Synonyms:(S)-4-aza-6-(tert-butyldimethylsilanyloxy)-5-isopropyl-4-(p-toluenesulfonyl)hexanal dimethyl acetal

Chemical Property of (S)-4-aza-6-(tert-butyldimethylsilanyloxy)-5-isopropyl-4-(p-toluenesulfonyl)hexanal dimethyl acetal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-4-aza-6-(tert-butyldimethylsilanyloxy)-5-isopropyl-4-(p-toluenesulfonyl)hexanal dimethyl acetal

There total 4 articles about (S)-4-aza-6-(tert-butyldimethylsilanyloxy)-5-isopropyl-4-(p-toluenesulfonyl)hexanal 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: 91.0%

(S)-O-(tert-butyldimethylsilyl)-N-(4-methylbenzenesulfonyl)-valinol (316363-67-4) + 3-iodopropionaldehyde dimethylacetal (96994-77-3) → (S)-4-aza-6-(tert-butyldimethylsilanyloxy)-5-isopropyl-4-(p-toluenesulfonyl)hexanal dimethyl acetal (903517-50-0)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 25 ℃; for 96h;

DOI:10.1021/jo060495w

Reference yield:

(S)-valinol (2026-48-4,473-75-6) → (S)-4-aza-6-(tert-butyldimethylsilanyloxy)-5-isopropyl-4-(p-toluenesulfonyl)hexanal dimethyl acetal (903517-50-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / DMAP; triethylamine / CH₂Cl₂ / 0 - 25 °C

2: 97 percent / imidazole / dimethylformamide / 0 - 25 °C

3: 91 percent / Cs₂CO₃ / dimethylformamide / 96 h / 25 °C

With 1H-imidazole; dmap; caesium carbonate; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo060495w

Reference yield:

(S)-N-(1-hydroxy-3-methylbutan-2-yl)-4-methylbenzenesulfonamide (139192-48-6) → (S)-4-aza-6-(tert-butyldimethylsilanyloxy)-5-isopropyl-4-(p-toluenesulfonyl)hexanal dimethyl acetal (903517-50-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / imidazole / dimethylformamide / 0 - 25 °C

2: 91 percent / Cs₂CO₃ / dimethylformamide / 96 h / 25 °C

With 1H-imidazole; caesium carbonate; In N,N-dimethyl-formamide;

DOI:10.1021/jo060495w

upstream raw materials:

(S)-O-(tert-butyldimethylsilyl)-N-(4-methylbenzenesulfonyl)-valinol

3-iodopropionaldehyde dimethylacetal

(S)-valinol

(S)-N-(1-hydroxy-3-methylbutan-2-yl)-4-methylbenzenesulfonamide

Downstream raw materials:

(5S)-4-aza-1-hydroxy-5-isopropyl-7-oxa-4-(p-toluenesulfonyl)cycloheptane