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61550-02-5,MFCD00011729
Catalog No.:AA003F3G

61550-02-5 | 2-(Trimethylsilyloxy)furan

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1g
96.0%
in stock  
$165.00   $115.00
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5g
>96.0%(GC)
in stock  
$320.00   $224.00
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25g
>96.0%(GC)
in stock  
$1,002.00   $701.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA003F3G
Chemical Name:
2-(Trimethylsilyloxy)furan
CAS Number:
61550-02-5
Molecular Formula:
C7H12O2Si
Molecular Weight:
156.2545
MDL Number:
MFCD00011729
SMILES:
C[Si](Oc1ccco1)(C)C
Properties
Properties
 
BP:
34-35°C at 760 mmHg  
Storage:
Inert atmosphere;2-8℃;  

Computed Properties
 
Complexity:
109  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
10  
Hydrogen Bond Acceptor Count:
2  
Rotatable Bond Count:
2  

Downstream Synthesis Route

[1]Jefford,CharlesW.;Sledeski,AdamW.;Boukouvalas,John[HelveticaChimicaActa,1989,vol.72,p.1362-1370]

[1]Jefford,CharlesW.;Sledeski,AdamW.;Boukouvalas,John[HelveticaChimicaActa,1989,vol.72,p.1362-1370]

[1]Jefford,CharlesW.;Sledeski,AdamW.;Boukouvalas,John[HelveticaChimicaActa,1989,vol.72,p.1362-1370]

[1]Jefford,CharlesW.;Sledeski,AdamW.;Boukouvalas,John[HelveticaChimicaActa,1989,vol.72,p.1362-1370]

[1]Casiraghi,Giovanni;Colombo,Lino;Rassu,Gloria;Spanu,Pietro[JournaloftheChemicalSociety.Chemicalcommunications,1991,#8,p.603-604]

[2]Casiraghi,Giovanni;Colombo,Lino;Rassu,Gloria;Spanu,Pietro[JournalofOrganicChemistry,1991,vol.56,#23,p.6523-6527]

Literature

Title: Iridium-catalyzed regioselective and enantioselective allylation of trimethylsiloxyfuran.

Journal: Journal of the American Chemical Society 20120919

Title: Enantioselective addition of cyclic enol silyl ethers to 2-alkenoyl-pyridine-N-oxides catalysed by Cu(II)-bis(oxazoline) complexes.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20120910

Title: Bismuth-catalyzed addition of silyl nucleophiles to carbonyl compounds and imines.

Journal: Topics in current chemistry 20120101

Title: Stereoselective vinylogous Mannich reaction of 2-trimethylsilyloxyfuran with N-gulosyl nitrones.

Journal: Organic & biomolecular chemistry 20111107

Title: Highly diastereoselective vinylogous Mukaiyama aldol reaction of α-keto phosphonates with 2-(trimethylsilyloxy)furan catalyzed by Cu(OTf)2.

Journal: Organic & biomolecular chemistry 20111007

Title: Highly efficient asymmetric vinylogous Mannich reaction induced by O-pivaloylated D-galactosylamine as the chiral auxiliary.

Journal: Organic & biomolecular chemistry 20110321

Title: P(PhCH2NCH2CH2)3N catalysis of Mukaiyama aldol reactions of aliphatic, aromatic, and heterocyclic aldehydes and trifluoromethyl phenyl ketone.

Journal: The Journal of organic chemistry 20091106

Title: Calixpyrrole derivatives: 'multi hydrogen bond' catalysts for gamma-butenolide synthesis.

Journal: Molecules (Basel, Switzerland) 20090715

Title: Surface-enhanced stereoselectivity in Mukaiyama aldol reactions catalyzed by clay-supported bis(oxazoline)-copper complexes.

Journal: Chemical communications (Cambridge, England) 20081114

Title: Chiral phosphine-catalyzed enantioselective construction of gamma-butenolides through substitution of Morita-Baylis-Hillman acetates with 2-trimethylsilyloxy furan.

Journal: Journal of the American Chemical Society 20080611

Title: Diastereoselective Mukaiyama aldol reaction of 2-(trimethylsilyloxy)furan catalyzed by bismuth triflate.

Journal: The Journal of organic chemistry 20080104

Title: 2-(Trimethylsilyloxy)furan as a dianion equivalent: a two-step synthesis of functionalized spirocyclic butenolides.

Journal: Organic letters 20060817

Title: Stereoselective synthesis of bicyclic lactones by annelation with functionalized orthoesters.

Journal: Chemical communications (Cambridge, England) 20060321

Title: A new pyridine-2,6-bis(oxazoline) for efficient and flexible lanthanide-based catalysts of enantioselective reactions with 3-alkenoyl-2-oxazolidinones.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20050620

Title: Simple diastereoselectivity of the BF3.OEt2-catalyzed vinylogous Mukaiyama aldol reaction of 2-(trimethylsiloxy)furans with aldehydes.

Journal: The Journal of organic chemistry 20050429

Title: Regio- and stereoselective construction of gamma-butenolides through phosphine-catalyzed substitution of Morita-Baylis-Hillman acetates: an organocatalytic allylic alkylation.

Journal: Angewandte Chemie (International ed. in English) 20041210

Title: Synthesis of regioisomeric analogues of crisamicin A.

Journal: Organic & biomolecular chemistry 20031207

Title: Synthesis of 3-azido-2,3,6-trideoxy-beta-D-arabino-hexopyranosyl pyranonaphthoquinone analogues of medermycin.

Journal: Organic & biomolecular chemistry 20030521

Title: Nucleophilic addition reaction of 2-trimethylsilyloxyfuran to N-gulosyl-C-alkoxymethylnitrones: synthetic approach to polyoxin C.

Journal: Organic letters 20020404

Title: Stereoselective synthesis of heterocyclic cage compounds by domino conjugate additions.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20020104

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