5-O-(t-butyldiphenylsilyl)-1-deoxy-3,4-O-isopropylidene-keto-D-erythro-2-pentulose

Base Information

Chemical Name:5-O-(t-butyldiphenylsilyl)-1-deoxy-3,4-O-isopropylidene-keto-D-erythro-2-pentulose
CAS No.:105544-87-4
Molecular Formula:C₂₄H₃₂O₄Si
Molecular Weight:412.601
Hs Code.:

Synonyms:5-O-(t-butyldiphenylsilyl)-1-deoxy-3,4-O-isopropylidene-keto-D-erythro-2-pentulose

Suppliers and Price of 5-O-(t-butyldiphenylsilyl)-1-deoxy-3,4-O-isopropylidene-keto-D-erythro-2-pentulose

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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-(t-butyldiphenylsilyl)-1-deoxy-3,4-O-isopropylidene-keto-D-erythro-2-pentulose

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Technology Process of 5-O-(t-butyldiphenylsilyl)-1-deoxy-3,4-O-isopropylidene-keto-D-erythro-2-pentulose

There total 7 articles about 5-O-(t-butyldiphenylsilyl)-1-deoxy-3,4-O-isopropylidene-keto-D-erythro-2-pentulose 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%

: 105544-86-3,105616-52-2
5-O-(t-butyldiphenyl)-1-deoxy-3,4-O-isopropylidene-D-ribitol

: 105544-87-4
5-O-(t-butyldiphenylsilyl)-1-deoxy-3,4-O-isopropylidene-keto-D-erythro-2-pentulose

Guidance literature:: With 3 A molecular sieve; pyridinium chlorochromate; In dichloromethane; for 2h; Ambient temperature;
DOI:10.1016/S0040-4039(00)84382-8

Reference yield:

: 67814-68-0,70266-87-4,76249-50-8,76249-51-9,93451-15-1,4099-88-1
2,3-O-isopropylidene-D-ribofuranose

: 105544-87-4
5-O-(t-butyldiphenylsilyl)-1-deoxy-3,4-O-isopropylidene-keto-D-erythro-2-pentulose

Guidance literature:: Multi-step reaction with 4 steps

1: 73 percent / Mg / diethyl ether / 3.5 h / 23 °C

2: 1.) NaIO₄, 2.) LiAlH₄ / 1.) 24 deg C, 1 h, aqueous acetone, 2.) THF, 20 deg C, 20 min

3: 97 percent / imidazole / dimethylformamide / 2.66 h / 24 °C

4: pyridinium chlorochromate, molecular sieves 3 Angstroem / CH₂Cl₂ / 2 h / 22 °C

With 1H-imidazole; sodium periodate; lithium aluminium tetrahydride; 3 A molecular sieve; magnesium; pyridinium chlorochromate; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1246/bcsj.62.2618

Reference yield:

: 4159-66-4,105617-51-4,107494-47-3,138127-63-6,138127-64-7
(R)-1-((4R,5S)-5-((S)-1-hydroxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)ethane-1,2-diol

: 105544-87-4
5-O-(t-butyldiphenylsilyl)-1-deoxy-3,4-O-isopropylidene-keto-D-erythro-2-pentulose

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) NaIO₄, 2.) LiAlH₄ / 1.) 24 deg C, 1 h, aqueous acetone, 2.) THF, 20 deg C, 20 min

2: 97 percent / imidazole / dimethylformamide / 2.66 h / 24 °C

3: pyridinium chlorochromate, molecular sieves 3 Angstroem / CH₂Cl₂ / 2 h / 22 °C

With 1H-imidazole; sodium periodate; lithium aluminium tetrahydride; 3 A molecular sieve; pyridinium chlorochromate; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1246/bcsj.62.2618