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

Base Information

• Chemical Name: (2R,6R,10R)-1-tert-butyldiphenylsilyloxy-2,6,10-trimethyldodecane
• CAS No.: 250229-74-4
• Molecular Formula: C₃₁H₅₀OSi
• Molecular Weight: 466.823
• Mol file: 250229-74-4.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 11 articles about (2R,6R,10R)-1-tert-butyldiphenylsilyloxy-2,6,10-trimethyldodecane 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: 84.0%

(R)-(-)-3-methylpentyl-bromide (90410-57-4) + (2S,6R)-7-tert-butyldiphenylsilyloxy-2,6-dimethylheptyl tosylate (250229-73-3) → (2R,6R,10R)-1-tert-butyldiphenylsilyloxy-2,6,10-trimethyldodecane (250229-74-4)

Guidance literature:

(R)-(-)-3-methylpentyl-bromide; With magnesium; In tetrahydrofuran; at 45 ℃; for 1h;

(2S,6R)-7-tert-butyldiphenylsilyloxy-2,6-dimethylheptyl tosylate; With dilithium tetrachlorocuprate; In tetrahydrofuran; at -78 - 0 ℃; for 25h;

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

Reference yield:

2,6-dimethyl-1,7-heptanediol (40325-99-3) → (2R,6R,10R)-1-tert-butyldiphenylsilyloxy-2,6,10-trimethyldodecane (250229-74-4)

Guidance literature:

Multi-step reaction with 5 steps

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

2.1: 96 percent / imidazole / dimethylformamide / 4 h / 20 °C

3.1: 99 percent / K₂CO₃ / methanol / 5 h / 20 °C

4.1: pyridine / 14 h / 0 °C

5.1: Mg / tetrahydrofuran / 1 h / 45 °C

5.2: 84 percent / Li₂CuCl₄ / tetrahydrofuran / 25 h / -78 - 0 °C

With 1H-imidazole; potassium carbonate; magnesium; Lipase PS; In tetrahydrofuran; pyridine; methanol; N,N-dimethyl-formamide; 1.1: Esterification / 2.1: Silylation / 3.1: Deacetylation / 4.1: Tosylation / 5.1: Metallation / 5.2: Grignard reaction;

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

Reference yield:

(R)-2-Methyl-1-butanol (616-16-0) → (2R,6R,10R)-1-tert-butyldiphenylsilyloxy-2,6,10-trimethyldodecane (250229-74-4)

Guidance literature:

Multi-step reaction with 7 steps

1.1: pyridine / 18 h / 0 °C

2.1: 83 percent / dimethylsulfoxide / 14 h / 20 °C

3.1: H₂SO₄; H₂O / 6 h / Heating

4.1: 93 percent / LiAlH₄ / diethyl ether / 2 h / 20 °C

5.1: pyridine / 12 h / 0 °C

6.1: 82 percent / LiBr / dimethylformamide / 5 h / 20 °C

7.1: Mg / tetrahydrofuran / 1 h / 45 °C

7.2: 84 percent / Li₂CuCl₄ / tetrahydrofuran / 25 h / -78 - 0 °C

With lithium aluminium tetrahydride; sulfuric acid; water; magnesium; lithium bromide; In tetrahydrofuran; pyridine; diethyl ether; dimethyl sulfoxide; N,N-dimethyl-formamide; 1.1: Tosylation / 2.1: Substitution / 3.1: Hydrolysis / 4.1: Reduction / 5.1: Tosylation / 6.1: Bromination / 7.1: Metallation / 7.2: Grignard reaction;

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

upstream raw materials:

(R)-(-)-3-methylpentyl-bromide

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

(R)-2-Methyl-1-butanol

(R)-(-)-3-methyl-1-pentanol