EXO-2-NORBORNYLZINC BROMIDE

Base Information

• Chemical Name: EXO-2-NORBORNYLZINC BROMIDE
• CAS No.: 342029-20-3
• Molecular Formula: C7H11BrZn
• Molecular Weight: 240.44600
• Mol file: 342029-20-3.mol

Synonyms:4-Methylphenylzinc iodide solution 0.5 in THF;exo-2-norbornylzinc bromide solution;

Chemical Property of EXO-2-NORBORNYLZINC BROMIDE

Chemical Property:

• Flash Point: 1 °F
• PSA: 0.00000
• Density: 0.976 g/mL at 25oC
• LogP: 2.98730
• Storage Temp.: 2-8°C

Purity/Quality:

98%Min ^*data from raw suppliers

exo-2-Norbornylzinc bromide solution 0.5M in THF ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xn
• Hazard Codes: F,Xn
• Statements: 14-19-22-36/38-40-36/37-11
• Safety Statements: 16-26-33-36-36/37

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of EXO-2-NORBORNYLZINC BROMIDE

There total 2 articles about EXO-2-NORBORNYLZINC BROMIDE 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:

exo-2-bromobicyclo[2.2.1]heptane (130404-12-5) + zinc (7440-66-6) → (1S,4R)-bicyclo[2.2.1]heptan-2-ylzinc bromide (342029-20-3) + (1S,4R)-bicyclo[2.2.1]heptan-2-ylzinc bromide (342029-20-3)

Guidance literature:

With chloro-trimethyl-silane; In 1,4-dioxane; at 100 ℃; for 3h; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.7b04364

Reference yield:

exo-2-bromobicyclo[2.2.1]heptane (130404-12-5) + zinc (7440-66-6) → (1S,4R)-bicyclo[2.2.1]heptan-2-ylzinc bromide (342029-20-3) + (1S,4R)-bicyclo[2.2.1]heptan-2-ylzinc bromide (342029-20-3)

Guidance literature:

With chloro-trimethyl-silane; In 1,4-dioxane; at 100 ℃; for 3h; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.7b04364

Reference yield: 44.0%

(2S,3R,4S,5S)-ethyl 4-((5-bromo-2-methoxypyridin-3-yl)methoxy)-3-(tert-butyl)-1-(cyclohexanecarbonyl)-5-phenylpyrrolidine-2-carboxylate + exo-2-Norbornylzinc bromide (342029-20-3) → (2S,3R,4S,5S)-4-{[5-(bicyclo[2.2.1]heptan-2-yl)-2-methoxypyridin-3-yl]methoxy}-3-tert-butyl-1-(cyclohexanecarbonyl)-5-phenylpyrrolidine-2-carboxylic acid

Guidance literature:

(2S,3R,4S,5S)-ethyl 4-((5-bromo-2-methoxypyridin-3-yl)methoxy)-3-(tert-butyl)-1-(cyclohexanecarbonyl)-5-phenylpyrrolidine-2-carboxylate; exo-2-Norbornylzinc bromide; With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride; In tetrahydrofuran; at 20 ℃; for 0.5h; Inert atmosphere;

With lithium hydroxide monohydrate; water; In tetrahydrofuran; methanol; at 45 ℃;

upstream raw materials:

exo-2-bromobicyclo[2.2.1]heptane

zinc

Refernces