(5R,7aS,10R,11aR,12aS)-5-Benzyl-7,7,10-trimethyl-5,7a,8,9,10,11,11a,12a-octahydro-6H,7H-12-oxa-6a-aza-benzo[a]anthracene

Base Information

Chemical Name:(5R,7aS,10R,11aR,12aS)-5-Benzyl-7,7,10-trimethyl-5,7a,8,9,10,11,11a,12a-octahydro-6H,7H-12-oxa-6a-aza-benzo[a]anthracene
CAS No.:334706-84-2
Molecular Formula:C₂₆H₃₃NO
Molecular Weight:375.554
Hs Code.:

Synonyms:(5R,7aS,10R,11aR,12aS)-5-Benzyl-7,7,10-trimethyl-5,7a,8,9,10,11,11a,12a-octahydro-6H,7H-12-oxa-6a-aza-benzo[a]anthracene

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Chemical Property of (5R,7aS,10R,11aR,12aS)-5-Benzyl-7,7,10-trimethyl-5,7a,8,9,10,11,11a,12a-octahydro-6H,7H-12-oxa-6a-aza-benzo[a]anthracene

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Technology Process of (5R,7aS,10R,11aR,12aS)-5-Benzyl-7,7,10-trimethyl-5,7a,8,9,10,11,11a,12a-octahydro-6H,7H-12-oxa-6a-aza-benzo[a]anthracene

There total 5 articles about (5R,7aS,10R,11aR,12aS)-5-Benzyl-7,7,10-trimethyl-5,7a,8,9,10,11,11a,12a-octahydro-6H,7H-12-oxa-6a-aza-benzo[a]anthracene 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: 43.0%

: 334706-52-4
N-cinnamyl-2α-(o-bromophenyl)-4,4,7α-trimethyl-trans-octahydro-1,3-benzoxazine

: 350508-53-1
(2S,4aS,7R,8aR)-4,4,7-trimethyl-2-phenyl-octahydro-benz[e][1,3]oxazine

: 334706-84-2
(5R,7aS,10R,11aR,12aS)-5-Benzyl-7,7,10-trimethyl-5,7a,8,9,10,11,11a,12a-octahydro-6H,7H-12-oxa-6a-aza-benzo[a]anthracene

: (5S,7aS,10R,11aR,12aS)-5-Benzyl-7,7,10-trimethyl-5,7a,8,9,10,11,11a,12a-octahydro-6H,7H-12-oxa-6a-aza-benzo[a]anthracene

Guidance literature:: N-cinnamyl-2α-(o-bromophenyl)-4,4,7α-trimethyl-trans-octahydro-1,3-benzoxazine; With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; for 44h; Heating;

With potassium fluoride; In diethyl ether; water; at 20 ℃; for 4h;

With silica gel; In hexane; ethyl acetate;
DOI:10.1016/S0040-4020(01)00274-5

Reference yield:

: 55179-51-6
(-)-aminomenthol

: 334706-84-2
(5R,7aS,10R,11aR,12aS)-5-Benzyl-7,7,10-trimethyl-5,7a,8,9,10,11,11a,12a-octahydro-6H,7H-12-oxa-6a-aza-benzo[a]anthracene

Guidance literature:: Multi-step reaction with 3 steps

1.1: 98 percent / CH₂Cl₂ / 20 °C

2.1: 92 percent / K₂CO₃ / acetonitrile / Heating

3.1: t-BuLi / diethyl ether; pentane / 0.17 h / -90 °C

3.2: 77 percent / TMEDA / diethyl ether; pentane / 0.33 h / -90 - 20 °C

With tert.-butyl lithium; potassium carbonate; In diethyl ether; dichloromethane; acetonitrile; pentane;
DOI:10.1021/ja002864q

Reference yield:

: 4392-24-9
Cinnamyl bromide

: 334706-84-2
(5R,7aS,10R,11aR,12aS)-5-Benzyl-7,7,10-trimethyl-5,7a,8,9,10,11,11a,12a-octahydro-6H,7H-12-oxa-6a-aza-benzo[a]anthracene

Guidance literature:: Multi-step reaction with 2 steps

1.1: 92 percent / K₂CO₃ / acetonitrile / Heating

2.1: t-BuLi / diethyl ether; pentane / 0.17 h / -90 °C

2.2: 77 percent / TMEDA / diethyl ether; pentane / 0.33 h / -90 - 20 °C

With tert.-butyl lithium; potassium carbonate; In diethyl ether; acetonitrile; pentane;
DOI:10.1021/ja002864q