deoxy-2,4-O-cyclohexylidenyl-5-O-pivaloyl-α-D-xylose

Base Information

Chemical Name:deoxy-2,4-O-cyclohexylidenyl-5-O-pivaloyl-α-D-xylose
CAS No.:175445-23-5
Molecular Formula:C₁₆H₂₆O₅
Molecular Weight:298.379
Hs Code.:

Synonyms:deoxy-2,4-O-cyclohexylidenyl-5-O-pivaloyl-α-D-xylose

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Chemical Property of deoxy-2,4-O-cyclohexylidenyl-5-O-pivaloyl-α-D-xylose

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Technology Process of deoxy-2,4-O-cyclohexylidenyl-5-O-pivaloyl-α-D-xylose

There total 9 articles about deoxy-2,4-O-cyclohexylidenyl-5-O-pivaloyl-α-D-xylose 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: 73.0%

: 175445-22-4
3-deoxy-[1,1-bis(thioethyl)]-2,4-O-cyclohexylidenyl-5-O-pivaloyl-α-D-xylose

: 175445-23-5
deoxy-2,4-O-cyclohexylidenyl-5-O-pivaloyl-α-D-xylose

Guidance literature:: With calcium carbonate; mercury dichloride; In water; acetonitrile; 0 deg C -> room temperature;
DOI:10.1021/jo960176c

Reference yield:

: 532-20-7,613-83-2,7261-25-8,7687-39-0,13221-22-2,14795-83-6,15761-67-8,20074-49-1,25545-03-3,25545-04-4,32445-75-3,34436-17-4,36441-93-7,36468-53-8,37110-85-3,37388-49-1,38029-69-5,40461-77-6,40461-89-0,41546-19-4,41546-20-7,41546-21-8,41546-26-3,41546-29-6,41546-30-9,41546-31-0,126872-16-0,131064-98-7
D-xylofuranose

: 175445-23-5
deoxy-2,4-O-cyclohexylidenyl-5-O-pivaloyl-α-D-xylose

Guidance literature:: Multi-step reaction with 8 steps

1: 73 percent / CuSO₄, H₂SO₄ / CH₂Cl₂ / Heating

2: 90 percent / aq. HCl

3: 96 percent / pyridine / 0 deg C -> room temperature

4: 1.) NaH / 1.) THF, 2.) 0 deg C -> room temperature

5: 81 percent / n-Bu₃SnH, AIBN / toluene / 80 °C

6: 71 percent / 6N HCl

7: 86 percent / p-TsOH / 16 h / Ambient temperature

8: 73 percent / HgCl₂, CaCO₃ / acetonitrile; H₂O / 0 deg C -> room temperature

With pyridine; hydrogenchloride; 2,2'-azobis(isobutyronitrile); sulfuric acid; tri-n-butyl-tin hydride; sodium hydride; toluene-4-sulfonic acid; copper(II) sulfate; calcium carbonate; mercury dichloride; In dichloromethane; water; toluene; acetonitrile;
DOI:10.1021/jo960176c

Reference yield:

: 55174-91-9
(-)-1,2-O-isopropylidene-5-O-pivaloyl-α-D-xylofuranose

: 175445-23-5
deoxy-2,4-O-cyclohexylidenyl-5-O-pivaloyl-α-D-xylose

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NaH / 1.) THF, 2.) 0 deg C -> room temperature

2: 81 percent / n-Bu₃SnH, AIBN / toluene / 80 °C

3: 71 percent / 6N HCl

4: 86 percent / p-TsOH / 16 h / Ambient temperature

5: 73 percent / HgCl₂, CaCO₃ / acetonitrile; H₂O / 0 deg C -> room temperature

With hydrogenchloride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium hydride; toluene-4-sulfonic acid; calcium carbonate; mercury dichloride; In water; toluene; acetonitrile;
DOI:10.1021/jo960176c