(S)-((3aR,6R,7R)-7-Allyloxy-3a,4,6,7-tetrahydro-3H-pyrano[4,3-c]isoxazol-6-yl)-benzyloxy-acetaldehyde oxime

Base Information

Chemical Name:(S)-((3aR,6R,7R)-7-Allyloxy-3a,4,6,7-tetrahydro-3H-pyrano[4,3-c]isoxazol-6-yl)-benzyloxy-acetaldehyde oxime
CAS No.:325797-40-8
Molecular Formula:C₁₈H₂₂N₂O₅
Molecular Weight:346.383
Hs Code.:

Synonyms:(S)-((3aR,6R,7R)-7-Allyloxy-3a,4,6,7-tetrahydro-3H-pyrano[4,3-c]isoxazol-6-yl)-benzyloxy-acetaldehyde oxime

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Chemical Property of (S)-((3aR,6R,7R)-7-Allyloxy-3a,4,6,7-tetrahydro-3H-pyrano[4,3-c]isoxazol-6-yl)-benzyloxy-acetaldehyde oxime

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Technology Process of (S)-((3aR,6R,7R)-7-Allyloxy-3a,4,6,7-tetrahydro-3H-pyrano[4,3-c]isoxazol-6-yl)-benzyloxy-acetaldehyde oxime

There total 7 articles about (S)-((3aR,6R,7R)-7-Allyloxy-3a,4,6,7-tetrahydro-3H-pyrano[4,3-c]isoxazol-6-yl)-benzyloxy-acetaldehyde oxime 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: 91.0%

: 325797-41-9
(R)-((3aR,6S,7R)-7-Allyloxy-3a,4,6,7-tetrahydro-3H-pyrano[4,3-c]isoxazol-6-yl)-benzyloxy-acetaldehyde

: 325797-40-8
(S)-((3aR,6R,7R)-7-Allyloxy-3a,4,6,7-tetrahydro-3H-pyrano[4,3-c]isoxazol-6-yl)-benzyloxy-acetaldehyde oxime

Guidance literature:: With pyridine; hydroxylamine hydrochloride; In methanol; for 8h; Heating;
DOI:10.1016/S0040-4039(00)01802-5

Reference yield:

: 184377-85-3
(3aR,5aS,5bR,8aR,9aR)-7,7-Dimethyl-3a,4,5a,5b,8a,9a-hexahydro-3H-2,5,6,8,9-pentaoxa-1-aza-cyclopenta[b]-as-indacene

: 325797-40-8
(S)-((3aR,6R,7R)-7-Allyloxy-3a,4,6,7-tetrahydro-3H-pyrano[4,3-c]isoxazol-6-yl)-benzyloxy-acetaldehyde oxime

Guidance literature:: Multi-step reaction with 7 steps

1: p-TsOH / 5 h / Heating

2: tetrabutylammonium bromide; aq. NaOH / CH₂Cl₂ / 15 h / 25 °C

3: aq. trifluoroacetic acid / 24 h / 25 °C

4: conc. HCl / 18 h / 0 °C

5: 89 percent / tetrabutylammonium bromide; aq. NaOH / CH₂Cl₂ / 15 h / 25 °C

6: HgCl₂; aq. CaCO₃ / acetonitrile / 25 °C

7: 91 percent / NH₂OH*HCl; pyridine / methanol / 8 h / Heating

With pyridine; hydrogenchloride; sodium hydroxide; hydroxylamine hydrochloride; tetrabutylammomium bromide; toluene-4-sulfonic acid; trifluoroacetic acid; calcium carbonate; mercury dichloride; In methanol; dichloromethane; acetonitrile;
DOI:10.1016/S0040-4039(00)01802-5

Reference yield:

: (3aR,5aR,6R,7S,8aR)-7-Methoxy-3a,4,5a,6,7,8a-hexahydro-3H-2,5,8-trioxa-1-aza-as-indacen-6-ol

: 325797-40-8
(S)-((3aR,6R,7R)-7-Allyloxy-3a,4,6,7-tetrahydro-3H-pyrano[4,3-c]isoxazol-6-yl)-benzyloxy-acetaldehyde oxime

Guidance literature:: Multi-step reaction with 6 steps

1: tetrabutylammonium bromide; aq. NaOH / CH₂Cl₂ / 15 h / 25 °C

2: aq. trifluoroacetic acid / 24 h / 25 °C

3: conc. HCl / 18 h / 0 °C

4: 89 percent / tetrabutylammonium bromide; aq. NaOH / CH₂Cl₂ / 15 h / 25 °C

5: HgCl₂; aq. CaCO₃ / acetonitrile / 25 °C

6: 91 percent / NH₂OH*HCl; pyridine / methanol / 8 h / Heating

With pyridine; hydrogenchloride; sodium hydroxide; hydroxylamine hydrochloride; tetrabutylammomium bromide; trifluoroacetic acid; calcium carbonate; mercury dichloride; In methanol; dichloromethane; acetonitrile;
DOI:10.1016/S0040-4039(00)01802-5