(S)-1-[(2S,4aS,7R,8aR)-3-(3-methylbut-2-enyl)-4,4,7-trimethyl-octahydro-2H-benzo[e][1,3]oxazin-2-yl]-1-phenyl-ethanol

Base Information

Chemical Name:(S)-1-[(2S,4aS,7R,8aR)-3-(3-methylbut-2-enyl)-4,4,7-trimethyl-octahydro-2H-benzo[e][1,3]oxazin-2-yl]-1-phenyl-ethanol
CAS No.:914359-72-1
Molecular Formula:C₂₄H₃₇NO₂
Molecular Weight:371.563
Hs Code.:

Synonyms:(S)-1-[(2S,4aS,7R,8aR)-3-(3-methylbut-2-enyl)-4,4,7-trimethyl-octahydro-2H-benzo[e][1,3]oxazin-2-yl]-1-phenyl-ethanol

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Chemical Property of (S)-1-[(2S,4aS,7R,8aR)-3-(3-methylbut-2-enyl)-4,4,7-trimethyl-octahydro-2H-benzo[e][1,3]oxazin-2-yl]-1-phenyl-ethanol

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Technology Process of (S)-1-[(2S,4aS,7R,8aR)-3-(3-methylbut-2-enyl)-4,4,7-trimethyl-octahydro-2H-benzo[e][1,3]oxazin-2-yl]-1-phenyl-ethanol

There total 1 articles about (S)-1-[(2S,4aS,7R,8aR)-3-(3-methylbut-2-enyl)-4,4,7-trimethyl-octahydro-2H-benzo[e][1,3]oxazin-2-yl]-1-phenyl-ethanol 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: 87.0%

: 917-64-6
methyl magnesium iodide

: 503004-89-5
(2S,4aS,7R,8aR)-phenyl-[4,4,7-trimethyl-3-(3-methylbut-2-enyl)octahydrobenzo[e][1,3]oxazin-2-yl] ketone

: (R)-1-[(2S,4aS,7R,8aR)-3-(3-methylbut-2-enyl)-4,4,7-trimethyl-octahydro-2H-benzo[e][1,3]oxazin-2-yl]-1-phenylethanol

: 914359-72-1
(S)-1-[(2S,4aS,7R,8aR)-3-(3-methylbut-2-enyl)-4,4,7-trimethyl-octahydro-2H-benzo[e][1,3]oxazin-2-yl]-1-phenyl-ethanol

Guidance literature:: In diethyl ether; at -10 ℃; for 0.416667h;
DOI:10.1021/jo061547k

Reference yield:

: 914359-72-1
(S)-1-[(2S,4aS,7R,8aR)-3-(3-methylbut-2-enyl)-4,4,7-trimethyl-octahydro-2H-benzo[e][1,3]oxazin-2-yl]-1-phenyl-ethanol

: 5707-04-0
Phenylselenyl chloride

: (1S,3S,6aS,9R,10aR,11aS)-1-phenyl-3-(1-methyl-1-phenylselenenylethyl)-1,6,6,9-tetramethyl-decahydro-3H,7H-[1,4]oxazino[3,4-b][1,3]benzoxazine

: 914359-77-6
(1S,3R,6aS,9R,10aR,11aS)-1-phenyl-3-(1-methyl-1-phenylselenenylethyl)-1,6,6,9-tetramethyl-decahydro-3H,7H-[1,4]oxazino[3,4-b][1,3]benzoxazine

Guidance literature:: With potassium carbonate; In dichloromethane; at 0 ℃; for 5h;
DOI:10.1021/jo061547k

Reference yield:

: 914359-72-1
(S)-1-[(2S,4aS,7R,8aR)-3-(3-methylbut-2-enyl)-4,4,7-trimethyl-octahydro-2H-benzo[e][1,3]oxazin-2-yl]-1-phenyl-ethanol

: (2S,6S)-6-isopropyl-2-methyl-2-phenyl-4-tosyl-morpholine

Guidance literature:: Multi-step reaction with 6 steps

1.1: SnCl₄ / CH₂Cl₂ / 0.33 h / -78 °C

1.2: CH₂Cl₂ / 2 h / -78 °C

2.1: 91 percent / AIBN; Ph₃SnH / toluene / Heating

3.1: 87 percent / LiAlH₄; AlCl₃ / tetrahydrofuran / 0 °C

4.1: PCC; 3 Angstroem molecular sieves / CH₂Cl₂ / 20 °C

5.1: aq. KOH / tetrahydrofuran; methanol / 4 h / 20 °C

6.1: DIPEA / ethyl acetate / 50 h

With potassium hydroxide; lithium aluminium tetrahydride; aluminium trichloride; 2,2'-azobis(isobutyronitrile); 3 A molecular sieve; triphenylstannane; tin(IV) chloride; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; toluene;
DOI:10.1021/jo061547k