(CH₃(CH₂)3)3SnCH(C₆H₅)CH₃COO

Base Information

• Chemical Name: (CH₃(CH₂)3)3SnCH(C₆H₅)CH₃COO
• CAS No.: 1071508-40-1
• Molecular Formula: C₂₁H₃₆O₂Sn
• Molecular Weight: 439.226
• Mol file: 1071508-40-1.mol

Synonyms:

Chemical Property of (CH₃(CH₂)3)3SnCH(C₆H₅)CH₃COO

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (CH₃(CH₂)3)3SnCH(C₆H₅)CH₃COO

There total 4 articles about (CH₃(CH₂)3)3SnCH(C₆H₅)CH₃COO 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: 76.0%

diethylzinc (557-20-0) + tri-n-butyl-tin hydride (688-73-3) + benzaldehyde (100-52-7) + acetyl chloride (75-36-5) → (CH3(CH2)3)3SnCH(C6H5)CH3COO (157339-06-5,1071508-40-1)

Guidance literature:

With lithium bromide; In 1,2-dimethoxyethane; under Ar atm. Bu3SnH was added to Et2Zn in DME at -78°C, kept at 4°C for 1 d, 20 mol% cat., aldehyde and LiBr were added at -78°C, mixt. was warmed, kept at -20°C for 3-6 h, AcCl was added, mixt. was warmed, kept at r.t.; mixt. was extd. with CH2Cl2, product was purified by silica column chromy.;

DOI:10.1002/anie.200802313

Reference yield: 73.0%

Bu3SNCH(OH)Ph (155910-42-2,144314-49-8) + acetic anhydride (108-24-7) → (α-(acetyloxy)benzyl)tributylstannane (1071508-40-1,157339-06-5)

Guidance literature:

With dmap; triethylamine; In dichloromethane; under Ar; react. in CH2Cl2 for 4-6 h; partitioned between H2O and CH2Cl2, aq. layer was extd. with CH2Cl2, combined organic ext.were washed with brine, dried, volatiles were removed in vac., chromy. on silica gel;

Reference yield: 60.0%

ethyl(tri-n-butylstannyl)zinc + benzaldehyde (100-52-7) + acetyl chloride (75-36-5) → (CH3(CH2)3)3SnCH(C6H5)CH3COO (157339-06-5,1071508-40-1)

Guidance literature:

With (S)-α,α-diphenyl-2-pyrrolidinemethanol; In 1,2-dimethoxyethane; under Ar atm. soln. cat. and aldehyde in DME was added to soln. Bu3SnZnEt in DME at -78°C for 5 min, warmed and kept at -50°C for 3-6 h, AcCl was added, mixt. was warmed, kept at room temp. for 2 h; mixt. was extd. with CH2Cl2, crude product was chromd. on silica column;

DOI:10.1002/anie.200802313

upstream raw materials:

Bu₃SNCH(OH)Ph

acetic anhydride

tri-n-butyl-tin hydride

benzaldehyde

Downstream raw materials:

4-acetoxy-4-phenyl-butan-2-one

benzhydryl acetate

1-phenylbut-3-enyl acetate

Acetic acid ethylsulfanylcarbonyl-phenyl-methyl ester