(3S,3aR,6R,6aS)-6-[tert-butyl(dimethyl)silyl]oxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-ol

Base Information

Chemical Name:(3S,3aR,6R,6aS)-6-[tert-butyl(dimethyl)silyl]oxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-ol
CAS No.:479541-43-0
Molecular Formula:C12H24O4Si
Molecular Weight:260.4
Hs Code.:
European Community (EC) Number:810-668-2
Wikidata:Q76416781
Mol file:479541-43-0.mol

Synonyms:479541-43-0;(3S,3aR,6R,6aS)-6-[tert-butyl(dimethyl)silyl]oxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-ol;(3S,3aR,6R,6aS)-6-[(tert-butyldimethylsilyl)oxy]-hexahydrofuro[3,2-b]furan-3-ol;SCHEMBL15054823;AKDSNJPFRALERM-LNFKQOIKSA-N;MFCD20922752;1,4:3,6-Dianhydro-5-O-[(1,1-dimethylethyl)dimethylsilyl]-D-glucitol;(3S,3aR,6R,6aS)-6-((tert-butyldimethylsilyl)oxy)hexahydrofuro[3,2-b]furan-3-ol

Suppliers and Price of (3S,3aR,6R,6aS)-6-[tert-butyl(dimethyl)silyl]oxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-ol

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 4 raw suppliers

Chemical Property of (3S,3aR,6R,6aS)-6-[tert-butyl(dimethyl)silyl]oxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-ol

Chemical Property:

PSA：47.92000
LogP:1.53530
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:3
Exact Mass:260.14438578
Heavy Atom Count:17
Complexity:287

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(C)(C)[Si](C)(C)OC1COC2C1OCC2O
Isomeric SMILES:CC(C)(C)[Si](C)(C)O[C@@H]1CO[C@H]2[C@@H]1OC[C@@H]2O

Technology Process of (3S,3aR,6R,6aS)-6-[tert-butyl(dimethyl)silyl]oxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-ol

There total 3 articles about (3S,3aR,6R,6aS)-6-[tert-butyl(dimethyl)silyl]oxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-ol 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: 33.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 652-67-5
Isosorbide

: 204909-70-6
(3R,3aR,6S,6aS)-6-((tert-butyldimethylsilyl)oxy)hexahydrofuro[3,2-b]furan-3-ol

: 479541-43-0
(3S,3aR,6R,6aS)-6-((tert-butyldimethylsilyl)oxy)hexahydrofuro[3,2-b]furan-3-ol

: 2,5-O,O'-bis(tert-butyldimethylsilyl)-1,4:3,6-dianhydro-D-sorbitole

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 40 ℃; for 3h;
DOI:10.1055/s-2003-41426

Reference yield: 28.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 652-67-5
Isosorbide

: 204909-70-6
(3R,3aR,6S,6aS)-6-((tert-butyldimethylsilyl)oxy)hexahydrofuro[3,2-b]furan-3-ol

: 479541-43-0
(3S,3aR,6R,6aS)-6-((tert-butyldimethylsilyl)oxy)hexahydrofuro[3,2-b]furan-3-ol

Guidance literature:: With 1H-imidazole; In water-d2; at 20 ℃;

Reference yield:

: 479541-48-5
(3R,3aR,6R,6aS)-6-((tert-butyldimethylsilyl)oxy)hexahydrofuro[3,2-b]furan-3-ol

: 479541-43-0
(3S,3aR,6R,6aS)-6-((tert-butyldimethylsilyl)oxy)hexahydrofuro[3,2-b]furan-3-ol

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; benzoic acid; In tetrahydrofuran; at 20 ℃; for 16.1667h; Inert atmosphere;