3-Furanmethanol, 2-[(1,1-dimethylethyl)dimethylsilyl]-

Base Information

Chemical Name:3-Furanmethanol, 2-[(1,1-dimethylethyl)dimethylsilyl]-
CAS No.:117657-51-9
Molecular Formula:C11H20O2Si
Molecular Weight:212.364
Hs Code.:
DSSTox Substance ID:DTXSID70415980
Nikkaji Number:J805.503C
Wikidata:Q82225080

Synonyms:3-Furanmethanol, 2-[(1,1-dimethylethyl)dimethylsilyl]-;117657-51-9;DTXSID70415980;LEVDODXORUULNB-UHFFFAOYSA-N;2-tert-butyldimethylsilyl-furylmethanol;2-(tert-Butyldimethylsilyl)furan-3-methanol;{2-[TERT-BUTYL(DIMETHYL)SILYL]-3-FURYL}METHANOL;InChI=1/C11H20O2Si/c1-11(2,3)14(4,5)10-9(8-12)6-7-13-10/h6-7,12H,8H2,1-5H

Suppliers and Price of 3-Furanmethanol, 2-[(1,1-dimethylethyl)dimethylsilyl]-

Supply Marketing:

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

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Chemical Property of 3-Furanmethanol, 2-[(1,1-dimethylethyl)dimethylsilyl]-

Chemical Property:

Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:3
Exact Mass:212.123256411
Heavy Atom Count:14
Complexity:196

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(C)(C)[Si](C)(C)C1=C(C=CO1)CO

Technology Process of 3-Furanmethanol, 2-[(1,1-dimethylethyl)dimethylsilyl]-

There total 2 articles about 3-Furanmethanol, 2-[(1,1-dimethylethyl)dimethylsilyl]- 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: 51.0%

: 108-86-1,52753-63-6
bromobenzene

: 136711-60-9
2-(tert-butyldimethylsilyl)-3-(hydroxymethyl)-4-(tri-n-butylstannyl)furan

: 117657-51-9
2-(tert-butyldimethylsilyl)-3-(hydroxymethyl)furan

: 136688-74-9
2-(tert-butyldimethylsilyl)-3-(hydroxymethyl)-4-phenylfuran

Guidance literature:: tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; at 110 ℃; for 18h; other aryl bromides, other reagents;

Reference yield: 12.0%

: 591-17-3
meta-bromotoluene

: 136711-60-9
2-(tert-butyldimethylsilyl)-3-(hydroxymethyl)-4-(tri-n-butylstannyl)furan

: 117657-51-9
2-(tert-butyldimethylsilyl)-3-(hydroxymethyl)furan

: 2-(tert-butyldimethylsilyl)-3-(hydroxymethyl)-4-(3-methylphenyl)furan

Guidance literature:: tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; at 110 ℃; for 18h;

Reference yield:

: 117657-51-9
2-(tert-butyldimethylsilyl)-3-(hydroxymethyl)furan

: Acetic acid (1S,9S,13R)-5-(tert-butyl-dimethyl-silanyl)-11-[6-(4-methoxy-benzyloxy)-hexyl]-8-oxo-4-oxa-tricyclo[7.3.1.0^2,6]trideca-2,5,11-trien-13-yl ester

Guidance literature:: Multi-step reaction with 11 steps

2: Et₃N / CH₂Cl₂ / 2 h / -78 °C

3: dimethylformamide / 16 h / Ambient temperature

4: 92 percent / DIBALH / toluene / 1 h / Ambient temperature

5: 1.) LDA / 1.) THF, -78 deg C, 1 h, 2.) THF, -78 deg C, 2 h

6: 63 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / Ambient temperature

7: 85 percent / Et₃N, 3)2> / tetrahydrofuran / 72 h / Heating

8: 96 percent / DIBALH / CH₂Cl₂ / -78 - -30 °C

9: 98 percent / Et₃N, DMAP / CH₂Cl₂ / 16 h

10: TBAF / tetrahydrofuran / 2 h / 45 °C

11: TPAP, NMO, molecular sieves 4 Angstroem / CH₂Cl₂ / 0.17 h / Ambient temperature

With 2,6-dimethylpyridine; dmap; N-methyl-2-indolinone; tetrapropylammonium perruthennate; bis(acetato)bis(triphenylphosphine)palladium⁽⁰⁾; 4 A molecular sieve; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1002/(SICI)1521-3773(19980803)37:13/14<1877::AID-ANIE1877>3.0.CO;2-2