(3S,8aR,14bS)-3-phenyl-2,3,5,6,7,8-hexahydro-14bH-chromeno[4,3-b]pyrido[2,1-c][1,4]oxazin-14b-ol

Base Information

Chemical Name:(3S,8aR,14bS)-3-phenyl-2,3,5,6,7,8-hexahydro-14bH-chromeno[4,3-b]pyrido[2,1-c][1,4]oxazin-14b-ol
CAS No.:500131-69-1
Molecular Formula:C₂₁H₂₃NO₃
Molecular Weight:337.419
Hs Code.:

Synonyms:(3S,8aR,14bS)-3-phenyl-2,3,5,6,7,8-hexahydro-14bH-chromeno[4,3-b]pyrido[2,1-c][1,4]oxazin-14b-ol

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Chemical Property of (3S,8aR,14bS)-3-phenyl-2,3,5,6,7,8-hexahydro-14bH-chromeno[4,3-b]pyrido[2,1-c][1,4]oxazin-14b-ol

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Technology Process of (3S,8aR,14bS)-3-phenyl-2,3,5,6,7,8-hexahydro-14bH-chromeno[4,3-b]pyrido[2,1-c][1,4]oxazin-14b-ol

There total 7 articles about (3S,8aR,14bS)-3-phenyl-2,3,5,6,7,8-hexahydro-14bH-chromeno[4,3-b]pyrido[2,1-c][1,4]oxazin-14b-ol 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: 95.0%

: 500131-68-0
(3S,8aR,14bS)-3-phenyl-2,3,5,6,7,8-hexahydro-14bH-chromeno[4,3-b]pyrido[2,1-c][1,4]oxazin-14b-amine

: 500131-69-1
(3S,8aR,14bS)-3-phenyl-2,3,5,6,7,8-hexahydro-14bH-chromeno[4,3-b]pyrido[2,1-c][1,4]oxazin-14b-ol

Guidance literature:: With hydrogenchloride; In methanol; for 24h; pH=3; Heating;
DOI:10.1021/jo026228h

Reference yield: 84.0%

: 500131-67-9
(2R)-2-[(1S,12S)-10-oxa-2,16-diazatetracyclo[10.3.1.0^3,12.0^4,9]hexadeca-2,4⁽⁹⁾,5,7-tetraen-16-yl]-2-phenyl-1-ethanol

: 500131-69-1
(3S,8aR,14bS)-3-phenyl-2,3,5,6,7,8-hexahydro-14bH-chromeno[4,3-b]pyrido[2,1-c][1,4]oxazin-14b-ol

Guidance literature:: With hydrogenchloride; sodium cyanoborohydride; In methanol; for 36h; pH=3; Heating;
DOI:10.1021/jo026228h

Reference yield:

: 54257-94-2
1-Bromo-2-chloro-methoxybenzene

: 500131-69-1
(3S,8aR,14bS)-3-phenyl-2,3,5,6,7,8-hexahydro-14bH-chromeno[4,3-b]pyrido[2,1-c][1,4]oxazin-14b-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 75 percent / LDA; HMPA / tetrahydrofuran / 0.5 h / -78 °C

2: 91 percent / n-BuLi / diethyl ether / -78 °C

3: sodium cyanoborohydride; H₃O⁽¹⁺⁾

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; oxonium; sodium cyanoborohydride; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether;
DOI:10.1016/S0040-4039(03)00890-6