(3R)-4-iodo-3-methyl-1-butyl tert-butyldiphenylsilyl ether

Base Information

• Chemical Name: (3R)-4-iodo-3-methyl-1-butyl tert-butyldiphenylsilyl ether
• CAS No.: 275804-95-0
• Molecular Formula: C₂₁H₂₉IOSi
• Molecular Weight: 452.451
• Mol file: 275804-95-0.mol

Synonyms:(3R)-4-iodo-3-methyl-1-butyl tert-butyldiphenylsilyl ether

Chemical Property of (3R)-4-iodo-3-methyl-1-butyl tert-butyldiphenylsilyl ether

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R)-4-iodo-3-methyl-1-butyl tert-butyldiphenylsilyl ether

There total 6 articles about (3R)-4-iodo-3-methyl-1-butyl tert-butyldiphenylsilyl ether 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: 97.0%

(2R)-4-[1-(tert-butyl)-1,1-diphenylsilyl]oxy-2-methylbutan-1-ol (213740-15-9) → (3R)-4-iodo-3-methyl-1-butyl tert-butyldiphenylsilyl ether (275804-95-0)

Guidance literature:

With 1H-imidazole; iodine; triphenylphosphine; In chloroform; for 18h;

DOI:10.1021/ja4047312

Reference yield:

4-tert-butyldiphenylsilyloxy-1-butene (135006-32-5) → (3R)-4-iodo-3-methyl-1-butyl tert-butyldiphenylsilyl ether (275804-95-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 5 molpercent Erker's chiral catalyst; H₂O / CH₂Cl₂ / -50 - 20 °C

1.2: CH₂Cl₂ / 12 h / -20 °C

2.1: iodine; PPh₃; imidazole / diethyl ether; acetonitrile / 2 h

With 1H-imidazole; water; iodine; triphenylphosphine; In diethyl ether; dichloromethane; acetonitrile;

DOI:10.1021/ja9945313

Reference yield:

(R)-4-(tert-butyldiphenylsilyloxy)-N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-n,2-dimethylbutanamide (913183-55-8) → (3R)-4-iodo-3-methyl-1-butyl tert-butyldiphenylsilyl ether (275804-95-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: borane-ammonia complex; n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 2 h / 0 - 23 °C / Inert atmosphere

1.2: 0.5 h / 0 °C / Inert atmosphere

2.1: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 2 h / 23 °C / Inert atmosphere

With 1H-imidazole; n-butyllithium; borane-ammonia complex; iodine; diisopropylamine; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1002/anie.201102037

upstream raw materials:

(2R)-4-[1-(tert-butyl)-1,1-diphenylsilyl]oxy-2-methylbutan-1-ol

4-tert-butyldiphenylsilyloxy-1-butene

(R)-4-(tert-butyldiphenylsilyloxy)-N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-n,2-dimethylbutanamide

1-iodo-2-<(tert-butyldiphenylsilyl)oxy>ethane

Downstream raw materials:

(3R,6R)-1-(tert-butyldiphenylsilanyloxy)-12-chloro-3,6-dimethyldodeca-9E,11E-dien-5-one

(3R,6S)-1-(tert-butyldiphenylsilanyloxy)-12-chloro-3,6-dimethyldodeca-9E,11E-dien-5-one

(2R,4S)-6-(tert-butyldiphenylsilanyloxy)-2,4-dimethylhexan-1-ol

(S)-tert-butyl(3-methylhex-5-enyloxy)diphenylsilane