5-O-benzoyl-3-deoxy-3-diethoxyphosphorylmethyl-1,2-O-isopropylidene-α-D-ribofuranose

Base Information

Chemical Name:5-O-benzoyl-3-deoxy-3-diethoxyphosphorylmethyl-1,2-O-isopropylidene-α-D-ribofuranose
CAS No.:31843-75-1
Molecular Formula:C₂₀H₂₉O₈P
Molecular Weight:428.419
Hs Code.:

Synonyms:5-O-benzoyl-3-deoxy-3-diethoxyphosphorylmethyl-1,2-O-isopropylidene-α-D-ribofuranose

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Chemical Property of 5-O-benzoyl-3-deoxy-3-diethoxyphosphorylmethyl-1,2-O-isopropylidene-α-D-ribofuranose

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Technology Process of 5-O-benzoyl-3-deoxy-3-diethoxyphosphorylmethyl-1,2-O-isopropylidene-α-D-ribofuranose

There total 8 articles about 5-O-benzoyl-3-deoxy-3-diethoxyphosphorylmethyl-1,2-O-isopropylidene-α-D-ribofuranose 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%

: 31843-74-0
3-deoxy-3-diethoxyphosphinylmethyl-1,2-O-isopropylidene-α-D-ribofuranose

: 98-88-4
benzoyl chloride

: 31843-75-1
5-O-benzoyl-3-deoxy-3-diethoxyphosphorylmethyl-1,2-O-isopropylidene-α-D-ribofuranose

Guidance literature:: In pyridine; at 0 ℃;
DOI:10.1016/0040-4020(84)85105-4

Reference yield:

: 2847-00-9
1,2:5,6-di-O-isopropylidene-α-D-hexofuran-3-ulose

: 31843-75-1
5-O-benzoyl-3-deoxy-3-diethoxyphosphorylmethyl-1,2-O-isopropylidene-α-D-ribofuranose

Guidance literature:: Multi-step reaction with 6 steps

1: 81 percent / 1.) BuLi / 1.) hexane-THF, -78 deg C, 15 min; 2.) THF, r.t., 2 h

2: 94 percent / H₂ / 10percent Pd/C / methanol / 1 h

3: 85 percent / 0.02percent HCl / 24 h / Ambient temperature

4: 6 g / NaIO₄ / H₂O; ethanol / 1 h / Ambient temperature

5: 90 percent / NaBH₄ / H₂O; ethanol / 0 °C

6: 95 percent / pyridine / 0 °C

With hydrogenchloride; sodium tetrahydroborate; sodium periodate; n-butyllithium; hydrogen; palladium on activated charcoal; In pyridine; methanol; ethanol; water;
DOI:10.1016/0040-4020(84)85105-4

Reference yield:

: 1660-94-2
Tetraethyl methylenediphosphonate

: 31843-75-1
5-O-benzoyl-3-deoxy-3-diethoxyphosphorylmethyl-1,2-O-isopropylidene-α-D-ribofuranose

Guidance literature:: Multi-step reaction with 6 steps

1: 81 percent / 1.) BuLi / 1.) hexane-THF, -78 deg C, 15 min; 2.) THF, r.t., 2 h

2: 94 percent / H₂ / 10percent Pd/C / methanol / 1 h

3: 85 percent / 0.02percent HCl / 24 h / Ambient temperature

4: 6 g / NaIO₄ / H₂O; ethanol / 1 h / Ambient temperature

5: 90 percent / NaBH₄ / H₂O; ethanol / 0 °C

6: 95 percent / pyridine / 0 °C

With hydrogenchloride; sodium tetrahydroborate; sodium periodate; n-butyllithium; hydrogen; palladium on activated charcoal; In pyridine; methanol; ethanol; water;
DOI:10.1016/0040-4020(84)85105-4