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

Base Information

Chemical Name:(S)-[(2S,4aS,7R,8aR)-3-((E)-but-2-enyl)-4,4,7-trimethyl-octahydro-2H-benzo[e][1,3]oxazin-2-yl](phenyl)methanol
CAS No.:914359-68-5
Molecular Formula:C₂₂H₃₃NO₂
Molecular Weight:343.51
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

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

There total 1 articles about (S)-[(2S,4aS,7R,8aR)-3-((E)-but-2-enyl)-4,4,7-trimethyl-octahydro-2H-benzo[e][1,3]oxazin-2-yl](phenyl)methanol 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: 90.0%

: 503004-90-8
(2S,4aS,7R,8aR)-(3-but-2-enyl-4,4,7-trimethyloctahydrobenzo[e][1,3]oxazin-2-yl)phenyl ketone

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

: 914359-68-5
(S)-[(2S,4aS,7R,8aR)-3-((E)-but-2-enyl)-4,4,7-trimethyl-octahydro-2H-benzo[e][1,3]oxazin-2-yl](phenyl)methanol

Guidance literature:: With sodium tetrahydroborate; In ethanol; at -10 - 0 ℃; for 5h;
DOI:10.1021/jo061547k

Reference yield:

: 914359-68-5
(S)-[(2S,4aS,7R,8aR)-3-((E)-but-2-enyl)-4,4,7-trimethyl-octahydro-2H-benzo[e][1,3]oxazin-2-yl](phenyl)methanol

: (2S,6R)-6-ethyl-2-phenyl-morpholine

Guidance literature:: Multi-step reaction with 5 steps

1: K₂CO₃ / CH₂Cl₂ / 5 h / 0 °C

2: 90 percent / AIBN; Ph₃SnH / toluene / Heating

3: 92 percent / LiAlH₄; AlCl₃ / tetrahydrofuran / 0 °C

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

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

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

Reference yield:

: 914359-68-5
(S)-[(2S,4aS,7R,8aR)-3-((E)-but-2-enyl)-4,4,7-trimethyl-octahydro-2H-benzo[e][1,3]oxazin-2-yl](phenyl)methanol

: (2S,6R)-6-ethyl-2-phenyl-4-tosyl-morpholine

Guidance literature:: Multi-step reaction with 6 steps

1: K₂CO₃ / CH₂Cl₂ / 5 h / 0 °C

2: 90 percent / AIBN; Ph₃SnH / toluene / Heating

3: 92 percent / LiAlH₄; AlCl₃ / tetrahydrofuran / 0 °C

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

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

6: DIPEA / ethyl acetate / 50 h

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