(4aR,8aS)-8-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-2-phenyl-4,4a,6,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine

Base Information

Chemical Name:(4aR,8aS)-8-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-2-phenyl-4,4a,6,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine
CAS No.:203383-49-7
Molecular Formula:C₃₄H₃₂O₅
Molecular Weight:520.625
Hs Code.:

Synonyms:(4aR,8aS)-8-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-2-phenyl-4,4a,6,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine

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Chemical Property of (4aR,8aS)-8-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-2-phenyl-4,4a,6,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine

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Technology Process of (4aR,8aS)-8-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-2-phenyl-4,4a,6,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine

There total 9 articles about (4aR,8aS)-8-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-2-phenyl-4,4a,6,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine 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: 59.0%

: 203383-43-1
(4aR,7R,8S,8aS)-8-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

: 203383-49-7
(4aR,8aS)-8-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-2-phenyl-4,4a,6,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: With N-3-benzoylthymine; triphenylphosphine; diethylazodicarboxylate; In 1,4-dioxane;
DOI:10.1080/07328319808004714

Reference yield:

: 491-19-0,3169-91-3,3169-92-4,3999-31-3,39798-06-6,39999-42-3,41935-96-0,41936-38-3,51607-76-2,51607-78-4,53448-53-6,58716-62-4,106248-68-4,106707-70-4,120442-63-9
1,4-anhydro-D-ribitol

: 203383-49-7
(4aR,8aS)-8-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-2-phenyl-4,4a,6,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: Multi-step reaction with 7 steps

1: NaIO₄ / H₂O / 1 h / 0 °C

2: NaOMe / methanol / 2 h / Ambient temperature

3: 34 percent / ZnCl₂ / 24 h / Ambient temperature

4: 63 percent / N,N-tetramethylguanidine / acetonitrile; H₂O / 0.67 h / Ambient temperature

5: 47 percent / pyridine / 168 h / Ambient temperature

6: 45 percent / n-Bu₃SnH, AIBN / toluene / 1.5 h / 110 °C

7: 59 percent / N³-benzoylthymine, diethylazodicarboxylate, PPh₃ / dioxane

With pyridine; sodium periodate; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium methylate; N-3-benzoylthymine; triphenylphosphine; zinc(II) chloride; diethylazodicarboxylate; N,N,N',N'-tetramethylguanidine; In 1,4-dioxane; methanol; water; toluene; acetonitrile;
DOI:10.1016/S0040-4020(97)10431-8

Reference yield:

: 215445-55-9
(2R,3S,5R)-2-Hydroxymethyl-4-nitro-tetrahydro-pyran-3,5-diol

: 203383-49-7
(4aR,8aS)-8-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-2-phenyl-4,4a,6,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: Multi-step reaction with 5 steps

1: 34 percent / ZnCl₂ / 24 h / Ambient temperature

2: 63 percent / N,N-tetramethylguanidine / acetonitrile; H₂O / 0.67 h / Ambient temperature

3: 47 percent / pyridine / 168 h / Ambient temperature

4: 45 percent / n-Bu₃SnH, AIBN / toluene / 1.5 h / 110 °C

5: 59 percent / N³-benzoylthymine, diethylazodicarboxylate, PPh₃ / dioxane

With pyridine; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; N-3-benzoylthymine; triphenylphosphine; zinc(II) chloride; diethylazodicarboxylate; N,N,N',N'-tetramethylguanidine; In 1,4-dioxane; water; toluene; acetonitrile;
DOI:10.1016/S0040-4020(97)10431-8