(2S,6R)-7-tert-butyldiphenylsilyloxy-2,6-dimethylheptyl tosylate

Base Information

• Chemical Name: (2S,6R)-7-tert-butyldiphenylsilyloxy-2,6-dimethylheptyl tosylate
• CAS No.: 250229-73-3
• Molecular Formula: C₃₂H₄₄O₄SSi
• Molecular Weight: 552.85
• Mol file: 250229-73-3.mol

Synonyms:(2S,6R)-7-tert-butyldiphenylsilyloxy-2,6-dimethylheptyl tosylate

Chemical Property of (2S,6R)-7-tert-butyldiphenylsilyloxy-2,6-dimethylheptyl tosylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,6R)-7-tert-butyldiphenylsilyloxy-2,6-dimethylheptyl tosylate

There total 4 articles about (2S,6R)-7-tert-butyldiphenylsilyloxy-2,6-dimethylheptyl tosylate 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:

2,6-dimethyl-1,7-heptanediol (40325-99-3) → (2S,6R)-7-tert-butyldiphenylsilyloxy-2,6-dimethylheptyl tosylate (250229-73-3)

Guidance literature:

Multi-step reaction with 4 steps

1: Lipase PS / tetrahydrofuran / 72 h / 0 °C

2: 96 percent / imidazole / dimethylformamide / 4 h / 20 °C

3: 99 percent / K₂CO₃ / methanol / 5 h / 20 °C

4: pyridine / 14 h / 0 °C

With 1H-imidazole; potassium carbonate; Lipase PS; In tetrahydrofuran; pyridine; methanol; N,N-dimethyl-formamide; 1: Esterification / 2: Silylation / 3: Deacetylation / 4: Tosylation;

DOI:10.1002/(sici)1099-0690(199909)1999:9<2175::aid-ejoc2175>3.0.co;2-v

Reference yield:

(2R,6S)-7-acetoxy-2,6-dimethyl-1-heptanol (173690-81-8) → (2S,6R)-7-tert-butyldiphenylsilyloxy-2,6-dimethylheptyl tosylate (250229-73-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / imidazole / dimethylformamide / 4 h / 20 °C

2: 99 percent / K₂CO₃ / methanol / 5 h / 20 °C

3: pyridine / 14 h / 0 °C

With 1H-imidazole; potassium carbonate; In pyridine; methanol; N,N-dimethyl-formamide; 1: Silylation / 2: Deacetylation / 3: Tosylation;

DOI:10.1002/(sici)1099-0690(199909)1999:9<2175::aid-ejoc2175>3.0.co;2-v

Reference yield:

(2S,6R)-1-acetoxy-7-tert-butyldiphenylsilyloxy-2,6-dimethylheptane (250229-62-0) → (2S,6R)-7-tert-butyldiphenylsilyloxy-2,6-dimethylheptyl tosylate (250229-73-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / K₂CO₃ / methanol / 5 h / 20 °C

2: pyridine / 14 h / 0 °C

With potassium carbonate; In pyridine; methanol; 1: Deacetylation / 2: Tosylation;

DOI:10.1002/(sici)1099-0690(199909)1999:9<2175::aid-ejoc2175>3.0.co;2-v

upstream raw materials:

(2S,6R)-7-tert-butyldiphenylsilyloxy-2,6-dimethyl-1-heptanol

p-toluenesulfonyl chloride

2,6-dimethyl-1,7-heptanediol

(2R,6S)-7-acetoxy-2,6-dimethyl-1-heptanol

Downstream raw materials:

(2R,6R)-1-tert-butyldiphenylsilyloxy-2,6-dimethylnonane

(2R,6R)-2,6-dimethyl-1-phenylsulfonylnonane

(2R,5SR,6R,10R)-1-tert-butyldimethylsilyloxy-2,6,10-trimethyl-5-phenylsulfonyltridecane

(2R,6R,10R)-1-tert-butyldiphenylsilyloxy-2,6,10-trimethyldodecane