4-O-Acetyl-5-O-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-D-arabinose

Base Information

Chemical Name:4-O-Acetyl-5-O-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-D-arabinose
CAS No.:138458-96-5
Molecular Formula:C₂₆H₃₄O₆Si
Molecular Weight:470.638
Hs Code.:

Synonyms:4-O-Acetyl-5-O-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-D-arabinose

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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 4-O-Acetyl-5-O-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-D-arabinose

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Technology Process of 4-O-Acetyl-5-O-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-D-arabinose

There total 4 articles about 4-O-Acetyl-5-O-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-D-arabinose 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%

: 138459-09-3
4-O-Acetyl-5-O-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-D-arabinose diethyl dithioacetal

: 138458-96-5
4-O-Acetyl-5-O-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-D-arabinose

Guidance literature:: With 2,6-dimethylpyridine; N-Bromosuccinimide; In water; acetonitrile; at 25 ℃; for 0.166667h;
DOI:10.1021/jo00029a024

Reference yield:

: 10323-20-3
D-Arabinose

: 138458-96-5
4-O-Acetyl-5-O-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-D-arabinose

Guidance literature:: Multi-step reaction with 4 steps

1: 1) conc. HCl / 1) 30 min, 2) 2 h

2: 86 percent / p-TsOH / methanol; H₂O / 36 h / -10 °C

3: 1) imidazole, 2) pyridine / 1) DMF, 25 deg C, 4 h, 2) 60 deg C, 2 d

4: 95 percent / NBS, 2,6-lutidine / acetonitrile; H₂O / 0.17 h / 25 °C

With pyridine; 1H-imidazole; 2,6-dimethylpyridine; hydrogenchloride; N-Bromosuccinimide; toluene-4-sulfonic acid; In methanol; water; acetonitrile;
DOI:10.1021/jo00029a024

Reference yield:

: 78010-00-1
2,3-O-isopropylidene-D-arabinose diethyl dithio acetal

: 138458-96-5
4-O-Acetyl-5-O-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-D-arabinose

Guidance literature:: Multi-step reaction with 2 steps

1: 1) imidazole, 2) pyridine / 1) DMF, 25 deg C, 4 h, 2) 60 deg C, 2 d

2: 95 percent / NBS, 2,6-lutidine / acetonitrile; H₂O / 0.17 h / 25 °C

With pyridine; 1H-imidazole; 2,6-dimethylpyridine; N-Bromosuccinimide; In water; acetonitrile;
DOI:10.1021/jo00029a024