(3aS,9aR,10S,10aS)-2,2-dimethylhexahydro-4H-[1,3]dioxolo[4,5]pyrido[1,2-c][1,3]oxazin-10-yl benzyl ether

Base Information

Chemical Name:(3aS,9aR,10S,10aS)-2,2-dimethylhexahydro-4H-[1,3]dioxolo[4,5]pyrido[1,2-c][1,3]oxazin-10-yl benzyl ether
CAS No.:915307-16-3
Molecular Formula:C₁₈H₂₅NO₄
Molecular Weight:319.401
Hs Code.:

Synonyms:(3aS,9aR,10S,10aS)-2,2-dimethylhexahydro-4H-[1,3]dioxolo[4,5]pyrido[1,2-c][1,3]oxazin-10-yl benzyl ether

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Chemical Property of (3aS,9aR,10S,10aS)-2,2-dimethylhexahydro-4H-[1,3]dioxolo[4,5]pyrido[1,2-c][1,3]oxazin-10-yl benzyl ether

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Technology Process of (3aS,9aR,10S,10aS)-2,2-dimethylhexahydro-4H-[1,3]dioxolo[4,5]pyrido[1,2-c][1,3]oxazin-10-yl benzyl ether

There total 7 articles about (3aS,9aR,10S,10aS)-2,2-dimethylhexahydro-4H-[1,3]dioxolo[4,5]pyrido[1,2-c][1,3]oxazin-10-yl benzyl ether 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: 86.0%

: 915307-15-2
(3aS,9aR,10S,10aS)-2,2-dimethylhexahydro-4H-[1,3]dioxolo[4,5]pyrido[1,2-c][1,3]oxazin-10-ol

: 100-39-0
benzyl bromide

: 915307-16-3
(3aS,9aR,10S,10aS)-2,2-dimethylhexahydro-4H-[1,3]dioxolo[4,5]pyrido[1,2-c][1,3]oxazin-10-yl benzyl ether

Guidance literature:: With sodium hydride; In tetrahydrofuran; for 12h; Heating;
DOI:10.1016/j.tetlet.2006.09.005

Reference yield:

: 915307-12-9
(4R,5S)-5-Ethynyl-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde

: 915307-16-3
(3aS,9aR,10S,10aS)-2,2-dimethylhexahydro-4H-[1,3]dioxolo[4,5]pyrido[1,2-c][1,3]oxazin-10-yl benzyl ether

Guidance literature:: Multi-step reaction with 7 steps

1: 71 percent / sodium triacetoxyborohydride / 1,2-dichloro-ethane / 12 h / 20 °C

2: 95 percent / benzene / 4 h / Heating

3: 60 percent / 1,4-dicyanonaphthalene / acetonitrile; propan-2-ol / 4 h / UV-irradiation

4: 90 percent / potassium carbonate; osmium(IV) oxide; potassium ferricyanide / 2-methyl-propan-2-ol; H₂O / 24 h / 20 °C

5: 95 percent / sodium periodate; silica gel / CH₂Cl₂; H₂O / 0.25 h

6: 85 percent / sodium borohydride / methanol / 6 h / 20 °C

7: 86 percent / NaH / tetrahydrofuran / 10 h / Heating

With sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; naphthalene-1,4-dicarbonitrile; silica gel; sodium tris(acetoxy)borohydride; sodium hydride; potassium carbonate; potassium hexacyanoferrate(III); In tetrahydrofuran; methanol; dichloromethane; water; 1,2-dichloro-ethane; isopropyl alcohol; acetonitrile; tert-butyl alcohol; benzene;
DOI:10.1021/jo061455v

Reference yield:

: 917354-57-5
(3aS,8aR,9aR)-2,2-Dimethyl-tetrahydro-1,3,6-trioxa-4a-aza-cyclopenta[b]naphthalen-9-one

: 915307-16-3
(3aS,9aR,10S,10aS)-2,2-dimethylhexahydro-4H-[1,3]dioxolo[4,5]pyrido[1,2-c][1,3]oxazin-10-yl benzyl ether

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / sodium borohydride / methanol / 6 h / 20 °C

2: 86 percent / NaH / tetrahydrofuran / 10 h / Heating

With sodium tetrahydroborate; sodium hydride; In tetrahydrofuran; methanol;
DOI:10.1021/jo061455v