(2R,3R)-2,5-Dimethyl-3-triethylsilanyloxy-hexanoic acid (1R,2S)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl ester

Base Information

• Chemical Name: (2R,3R)-2,5-Dimethyl-3-triethylsilanyloxy-hexanoic acid (1R,2S)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl ester
• CAS No.: 909296-40-8
• Molecular Formula: C₃₉H₅₇NO₅SSi
• Molecular Weight: 680.037
• Mol file: 909296-40-8.mol

Synonyms:(2R,3R)-2,5-Dimethyl-3-triethylsilanyloxy-hexanoic acid (1R,2S)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl ester

Chemical Property of (2R,3R)-2,5-Dimethyl-3-triethylsilanyloxy-hexanoic acid (1R,2S)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R)-2,5-Dimethyl-3-triethylsilanyloxy-hexanoic acid (1R,2S)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl ester

There total 3 articles about (2R,3R)-2,5-Dimethyl-3-triethylsilanyloxy-hexanoic acid (1R,2S)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl ester 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: 88.0%

(2R,3R)-3-Hydroxy-2,5-dimethyl-hexanoic acid (1R,2S)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl ester (909296-39-5) + triethylsilyl trifluoromethyl sulfonate (79271-56-0) → (2R,3R)-2,5-Dimethyl-3-triethylsilanyloxy-hexanoic acid (1R,2S)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl ester (909296-40-8)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at 20 ℃; for 20h;

DOI:10.1021/jo0605694

Reference yield:

isovaleraldehyde (590-86-3) → (2R,3R)-2,5-Dimethyl-3-triethylsilanyloxy-hexanoic acid (1R,2S)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl ester (909296-40-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / dicyclohexylboron triflate; triethylamine / CH₂Cl₂ / 2 h / -78 - 20 °C

2: 88 percent / 2,6-lutidine / CH₂Cl₂ / 20 h / 20 °C

With 2,6-dimethylpyridine; triethylamine; dicyclohexyl(((trifluoromethyl)sulfonyl)oxy)borane; In dichloromethane;

DOI:10.1021/jo0605694

Reference yield:

(1R,2S)-2-(N-benzyl-N-mesitylenesulfonyl)amino-1-phenyl-1-propyl propionate (187324-66-9) → (2R,3R)-2,5-Dimethyl-3-triethylsilanyloxy-hexanoic acid (1R,2S)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl ester (909296-40-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / dicyclohexylboron triflate; triethylamine / CH₂Cl₂ / 2 h / -78 - 20 °C

2: 88 percent / 2,6-lutidine / CH₂Cl₂ / 20 h / 20 °C

With 2,6-dimethylpyridine; triethylamine; dicyclohexyl(((trifluoromethyl)sulfonyl)oxy)borane; In dichloromethane;

DOI:10.1021/jo0605694

upstream raw materials:

(2R,3R)-3-Hydroxy-2,5-dimethyl-hexanoic acid (1R,2S)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl ester

triethylsilyl trifluoromethyl sulfonate

isovaleraldehyde

(1R,2S)-2-(N-benzyl-N-mesitylenesulfonyl)amino-1-phenyl-1-propyl propionate