(4R)-1-[tert-Butyl(dimethyl)silyl]-4-(phenylsulfanyl)azetidin-2-one

Base Information

Chemical Name:(4R)-1-[tert-Butyl(dimethyl)silyl]-4-(phenylsulfanyl)azetidin-2-one
CAS No.:85281-77-2
Molecular Formula:C15H23NOSSi
Molecular Weight:293.505
Hs Code.:
DSSTox Substance ID:DTXSID80512853
Wikidata:Q82372274

Synonyms:85281-77-2;DTXSID80512853;(4R)-1-[tert-Butyl(dimethyl)silyl]-4-(phenylsulfanyl)azetidin-2-one

Suppliers and Price of (4R)-1-[tert-Butyl(dimethyl)silyl]-4-(phenylsulfanyl)azetidin-2-one

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
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Total 0 raw suppliers

Chemical Property of (4R)-1-[tert-Butyl(dimethyl)silyl]-4-(phenylsulfanyl)azetidin-2-one

Chemical Property:

Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:4
Exact Mass:293.12696207
Heavy Atom Count:19
Complexity:345

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(C)(C)[Si](C)(C)N1C(CC1=O)SC2=CC=CC=C2
Isomeric SMILES:CC(C)(C)[Si](C)(C)N1[C@@H](CC1=O)SC2=CC=CC=C2

Technology Process of (4R)-1-[tert-Butyl(dimethyl)silyl]-4-(phenylsulfanyl)azetidin-2-one

There total 2 articles about (4R)-1-[tert-Butyl(dimethyl)silyl]-4-(phenylsulfanyl)azetidin-2-one 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: 95.0%

: 85270-00-4
(4R)-4-phenylthio-2-azetidinone

: 18162-48-6
tert-butyldimethylsilyl chloride

: 85281-77-2
N-(tert-butyldimethylsilyl)-4-thiophenyl-2-azetidinone

Guidance literature:: With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 8h;

Reference yield:

: 108-98-5
thiophenol

: 85281-77-2
N-(tert-butyldimethylsilyl)-4-thiophenyl-2-azetidinone

Guidance literature:: Multi-step reaction with 2 steps

1: 28 percent / cinchonidine / benzene / 62.5 h / 35 °C

2: imidazole / dimethylformamide

With 1H-imidazole; Cinchonidin; In N,N-dimethyl-formamide; benzene;
DOI:10.1039/c39820001324

Reference yield: 55.0%

: 85281-77-2
N-(tert-butyldimethylsilyl)-4-thiophenyl-2-azetidinone

: 18162-48-6
tert-butyldimethylsilyl chloride

: N-TBS-trans-3-TBS-4-phenylthio-2-azetidinone

Guidance literature:: N-(tert-butyldimethylsilyl)-4-thiophenyl-2-azetidinone; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

tert-butyldimethylsilyl chloride; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;
DOI:10.1021/ol902411r