Methyl 2-(trimethylstannyl)cyclohex-1-ene-1-carboxylate

Base Information

Chemical Name:Methyl 2-(trimethylstannyl)cyclohex-1-ene-1-carboxylate
CAS No.:93493-97-1
Molecular Formula:C₁₁H₂₀O₂Sn
Molecular Weight:302.989
Hs Code.:
DSSTox Substance ID:DTXSID60536355
Wikidata:Q82410990

Synonyms:93493-97-1;Methyl 2-(trimethylstannyl)cyclohex-1-ene-1-carboxylate;DTXSID60536355

Suppliers and Price of Methyl 2-(trimethylstannyl)cyclohex-1-ene-1-carboxylate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of Methyl 2-(trimethylstannyl)cyclohex-1-ene-1-carboxylate

Chemical Property:

Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:3
Exact Mass:304.048532
Heavy Atom Count:14
Complexity:261

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:COC(=O)C1=C(CCCC1)[Sn](C)(C)C

Technology Process of Methyl 2-(trimethylstannyl)cyclohex-1-ene-1-carboxylate

There total 3 articles about Methyl 2-(trimethylstannyl)cyclohex-1-ene-1-carboxylate 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: 75.0%

: lithium (phenylthio)(trimethylstannyl)cuprate

: 93493-95-9
2-{[(trifluoromethyl)sulfonyl]oxy}cyclohex-1-enecarboxylic acid methyl ester

: 93493-97-1
methyl 2-(trimethylstannyl)-1-cyclohexenecarboxylate

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; ammonium chloride; In tetrahydrofuran; Ar; addn. of the triflate to a solution of the cuprate at -20 ° C; stirring for 1 h at -20 ° C; addn. of HMPA; stirring for 1 h at 0 ° C; addn. of aqueous NH4Cl in Et2O/petroleum ether; stirring until the organic layer was colorless; filtration; washing of the filtrate with CuSO4, H2O, brine; drying (MgSO4); flash chromy. (1:4 benzene - petroleum ether, silica); distillation (85-95 ° C/0.1 Torr);;

Reference yield:

: 122244-95-5,104803-42-1
(CH₃)3SnC((CH₂)4Br)C(Sn(CH₃)3)(CO₂CH₃)

: 93493-97-1
methyl 2-(trimethylstannyl)-1-cyclohexenecarboxylate

Guidance literature:: With methyllithium; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; the bis-Sn deriv. was treated with 1.2 equiv of MeLi at -98°C, the mixt. was then stirred for 20 min; spectral data (the kind of spectra not indicated) confirm the structure; high-resolution mass spectrometry exhibit satisfactory molecular mass detn.;
DOI:10.1039/c39860000626

Reference yield:

: 122244-95-5,104803-42-1
(CH₃)3SnC((CH₂)4Br)C(Sn(CH₃)3)(CO₂CH₃)

: 917-54-4
methyllithium

: 93493-97-1
methyl 2-(trimethylstannyl)-1-cyclohexenecarboxylate

Guidance literature:: In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; treatment of the corresponding (Z)-2,3-bis(trimethylstannyl)-2-alkenoate with MeLi in THF-HMPA (-98°C, 20 min);