(3S,6S,8S,8aS)-3-benzyl-7,7,8a-trimethyl-3,5,6,7,8,8a-hexahydro-2H-6,8-methanobenzo[b][1,4]oxazin-2-one

Base Information

Chemical Name:(3S,6S,8S,8aS)-3-benzyl-7,7,8a-trimethyl-3,5,6,7,8,8a-hexahydro-2H-6,8-methanobenzo[b][1,4]oxazin-2-one
CAS No.:141895-40-1
Molecular Formula:C₁₉H₂₃NO₂
Molecular Weight:297.397
Hs Code.:

Synonyms:(3S,6S,8S,8aS)-3-benzyl-7,7,8a-trimethyl-3,5,6,7,8,8a-hexahydro-2H-6,8-methanobenzo[b][1,4]oxazin-2-one

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Chemical Property of (3S,6S,8S,8aS)-3-benzyl-7,7,8a-trimethyl-3,5,6,7,8,8a-hexahydro-2H-6,8-methanobenzo[b][1,4]oxazin-2-one

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Technology Process of (3S,6S,8S,8aS)-3-benzyl-7,7,8a-trimethyl-3,5,6,7,8,8a-hexahydro-2H-6,8-methanobenzo[b][1,4]oxazin-2-one

There total 4 articles about (3S,6S,8S,8aS)-3-benzyl-7,7,8a-trimethyl-3,5,6,7,8,8a-hexahydro-2H-6,8-methanobenzo[b][1,4]oxazin-2-one 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: 94.2%

: C₂₇H₃₁NO₅

: (1S,2S,5S)-2,6,6-trimethyl-3-oxobicyclo[3.1.1]heptan-2-yl phenylalaninate

: 141895-40-1
(3S,6S,8S,8aS)-3-benzyl-7,7,8a-trimethyl-3,5,6,7,8,8a-hexahydro-2H-6,8-methanobenzo[b][1,4]oxazin-2-one

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In ethyl acetate; Schlenk technique;
DOI:10.1016/j.ejmech.2016.02.037

Reference yield: 68.0%

: 120240-00-8
(1S,2S,9S)-2,10,10-Trimethyl-5-[1-phenyl-meth-(Z)-ylidene]-3-oxa-6-aza-tricyclo[7.1.1.0^2,7]undec-6-en-4-one

: 141895-40-1
(3S,6S,8S,8aS)-3-benzyl-7,7,8a-trimethyl-3,5,6,7,8,8a-hexahydro-2H-6,8-methanobenzo[b][1,4]oxazin-2-one

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; under 760 Torr; Ambient temperature;
DOI:10.1016/S0957-4166(00)80263-3

Reference yield:

: 100-52-7
benzaldehyde

: 141895-40-1
(3S,6S,8S,8aS)-3-benzyl-7,7,8a-trimethyl-3,5,6,7,8,8a-hexahydro-2H-6,8-methanobenzo[b][1,4]oxazin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) t-BuOK / 1.) THF, -78 deg C, 45 min, 2.) THF, -80 deg C

2: 68 percent / H₂ / 5percent Pd/C / methanol / 760 Torr / Ambient temperature

With potassium tert-butylate; hydrogen; palladium on activated charcoal; In methanol;
DOI:10.1016/S0957-4166(00)80263-3