5-O-(tert-butyldimethylsilyl)-6-deoxy-1,2-O-isopropylidene-α-D-gluco-hexofuranose

Base Information

Chemical Name:5-O-(tert-butyldimethylsilyl)-6-deoxy-1,2-O-isopropylidene-α-D-gluco-hexofuranose
CAS No.:82529-99-5
Molecular Formula:C₁₅H₃₀O₅Si
Molecular Weight:318.486
Hs Code.:

Synonyms:5-O-(tert-butyldimethylsilyl)-6-deoxy-1,2-O-isopropylidene-α-D-gluco-hexofuranose

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

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Chemical Property of 5-O-(tert-butyldimethylsilyl)-6-deoxy-1,2-O-isopropylidene-α-D-gluco-hexofuranose

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Technology Process of 5-O-(tert-butyldimethylsilyl)-6-deoxy-1,2-O-isopropylidene-α-D-gluco-hexofuranose

There total 1 articles about 5-O-(tert-butyldimethylsilyl)-6-deoxy-1,2-O-isopropylidene-α-D-gluco-hexofuranose 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: 87.0%

: 82529-93-9
tert-Butyl-{(R)-1-[(3aR,5S,6S,6aR)-6-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethoxy}-dimethyl-silane

: 123-11-5
4-methoxy-benzaldehyde

: 82529-99-5
5-O-(tert-butyldimethylsilyl)-6-deoxy-1,2-O-isopropylidene-α-D-gluco-hexofuranose

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; for 0.75h; Ambient temperature;
DOI:10.1016/S0040-4020(01)90593-9

Reference yield:

: 82529-99-5
5-O-(tert-butyldimethylsilyl)-6-deoxy-1,2-O-isopropylidene-α-D-gluco-hexofuranose

: 851050-69-6
1-[2,3,5-tri-O-acetyl-6-deoxy-3-C-ethynyl-β-D-allo-hexofuranosyl]-4-N-benzoylcytosine

Guidance literature:: Multi-step reaction with 7 steps

1.1: pyridinium dichromate; molecular sieves 3 Angstroem; glacial acetic acid / CH₂Cl₂ / 22 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran; cyclohexane / -78 °C

2.2: 9.17 g / tetrahydrofuran; cyclohexane / 0.67 h / -78 °C

3.1: 98 percent / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / 20 °C

4.1: pyridine; DMAP / 18 h / 20 °C

5.1: aq. trifluoroacetic acid / 3 h / 20 °C

6.1: 1.41 g / pyridine; DMAP / 94 h / 20 °C

7.1: N,O-bis(trimethylsilyl)acetamide / acetonitrile / Heating

7.2: 75 percent / trimethylsilyl triflate / acetonitrile / 21 h / Heating

With pyridine; dmap; dipyridinium dichromate; n-butyllithium; N,O-bis-(trimethylsilyl)-acetamide; 3 A molecular sieve; tetrabutyl ammonium fluoride; acetic acid; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; cyclohexane; acetonitrile;
DOI:10.1016/j.bmc.2005.01.029