(-)-(3aS,4'S,5S,5'S,6S,6aR)-3-(4',5'-diphenylimidazolid-2'-yl)-3a,5,6,6a-tetrahydro-5,6-isopropylidenedioxyfuro<2,3-d>isoxazole

Base Information

Chemical Name:(-)-(3aS,4'S,5S,5'S,6S,6aR)-3-(4',5'-diphenylimidazolid-2'-yl)-3a,5,6,6a-tetrahydro-5,6-isopropylidenedioxyfuro<2,3-d>isoxazole
CAS No.:223137-99-3
Molecular Formula:C₂₃H₂₅N₃O₄
Molecular Weight:407.469
Hs Code.:

Synonyms:(-)-(3aS,4'S,5S,5'S,6S,6aR)-3-(4',5'-diphenylimidazolid-2'-yl)-3a,5,6,6a-tetrahydro-5,6-isopropylidenedioxyfuro<2,3-d>isoxazole

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Chemical Property of (-)-(3aS,4'S,5S,5'S,6S,6aR)-3-(4',5'-diphenylimidazolid-2'-yl)-3a,5,6,6a-tetrahydro-5,6-isopropylidenedioxyfuro<2,3-d>isoxazole

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Technology Process of (-)-(3aS,4'S,5S,5'S,6S,6aR)-3-(4',5'-diphenylimidazolid-2'-yl)-3a,5,6,6a-tetrahydro-5,6-isopropylidenedioxyfuro<2,3-d>isoxazole

There total 2 articles about (-)-(3aS,4'S,5S,5'S,6S,6aR)-3-(4',5'-diphenylimidazolid-2'-yl)-3a,5,6,6a-tetrahydro-5,6-isopropylidenedioxyfuro<2,3-d>isoxazole 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: 45.0%

: 29841-69-8
(S,S)-1,2-diphenyl-1,2-diaminoethane

: (+/-)-(3aRS,5RS,6RS,6aSR)-3a,5,6,6a-tetrahydro-5,6-isopropylidenedioxyfuro<2,3-d>isoxazole-3-carbaldehyde

: 223142-14-1
(+)-(3aR,4'S,5R,5'S,6R,6aS)-3-(4',5'-diphenylimidazolid-2'-yl)-3a,5,6,6a-tetrahydro-5,6-isopropylidenedioxyfuro<2,3-d>isoxazole

: 223137-99-3
(-)-(3aS,4'S,5S,5'S,6S,6aR)-3-(4',5'-diphenylimidazolid-2'-yl)-3a,5,6,6a-tetrahydro-5,6-isopropylidenedioxyfuro<2,3-d>isoxazole

Guidance literature:: With 4 A molecular sieve; In diethyl ether; at 25 ℃; for 10h;
DOI:10.1016/S0008-6215(98)00287-0

Reference yield:

: (+/-)-(3aRS,6RS,6aSR)-3-(diethoxymethyl)-3a,5,6,6a-tetrahydrofuro<2,3-d>isoxazole-5,6-diol

: 223137-99-3
(-)-(3aS,4'S,5S,5'S,6S,6aR)-3-(4',5'-diphenylimidazolid-2'-yl)-3a,5,6,6a-tetrahydro-5,6-isopropylidenedioxyfuro<2,3-d>isoxazole

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent / conc. H₂SO₄, Sikkon / 3 h / 25 °C

2: 40 percent / 4 Angstroem molecular sieves / diethyl ether / 10 h / 25 °C

With 4 A molecular sieve; Sikkon; sulfuric acid; In diethyl ether;
DOI:10.1016/S0008-6215(98)00287-0

Reference yield:

: 223137-99-3
(-)-(3aS,4'S,5S,5'S,6S,6aR)-3-(4',5'-diphenylimidazolid-2'-yl)-3a,5,6,6a-tetrahydro-5,6-isopropylidenedioxyfuro<2,3-d>isoxazole

: (-)-5-benzyloxycarbonylamino-5-deoxy-D-idofuranose

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / H₂SO₄ / diethyl ether; H₂O / 0.5 h / 5 °C

2: lithium aluminum hydride / diethyl ether / 96 h / 25 °C

3: NaHCO₃ / aq. ethanol / 1.5 h / 25 °C

4: trifluoroacetic acid; H₂O / 15 h / 4 °C

With lithium aluminium tetrahydride; sulfuric acid; sodium hydrogencarbonate; In diethyl ether; ethanol; water; trifluoroacetic acid;
DOI:10.1016/S0008-6215(98)00287-0