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

Base Information

• Chemical Name: (R)-((2S,4aS,7R,8aR)-3-Benzyl-4,4,7-trimethyl-octahydro-benzo[e][1,3]oxazin-2-yl)-phenyl-methanol
• CAS No.: 125353-91-5
• Molecular Formula: C₂₅H₃₃NO₂
• Molecular Weight: 379.543

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

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

Chemical Property:

Purity/Quality:

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

There total 3 articles about (R)-((2S,4aS,7R,8aR)-3-Benzyl-4,4,7-trimethyl-octahydro-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: 24.0%

(2S,4aS,7R,8aR)-2-benzoyl-N-benzyl-4,4,7-trimethyl-octahydro-1,3-benzoxazine (115156-57-5) → (R)-((2S,4aS,7R,8aR)-3-Benzyl-4,4,7-trimethyl-octahydro-benzo[e][1,3]oxazin-2-yl)-phenyl-methanol (125353-91-5) + (S)-((2S,4aS,7R,8aR)-3-Benzyl-4,4,7-trimethyl-octahydro-benzo[e][1,3]oxazin-2-yl)-phenyl-methanol (115156-62-2)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at 20 ℃;

DOI:10.1021/jo00294a026

Reference yield:

phenylglyoxal hydrate (1074-12-0) → (R)-((2S,4aS,7R,8aR)-3-Benzyl-4,4,7-trimethyl-octahydro-benzo[e][1,3]oxazin-2-yl)-phenyl-methanol (125353-91-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / benzene / Heating; water sep. by a Dean-Stark trap

2: NaBH₄ / aq. ethanol / 1) 0 deg C, 2 h, 2) 5 deg C, 3 h; further reag.:DIBAL, lithium triethylborohydride

With sodium tetrahydroborate; In ethanol; benzene;

DOI:10.1016/S0040-4020(01)87677-8

Reference yield:

(1R,2S,5R)-5-methyl-2-<1-methyl-1-(benzylamino)ethyl>cyclohexan-1-ol (115156-56-4) → (R)-((2S,4aS,7R,8aR)-3-Benzyl-4,4,7-trimethyl-octahydro-benzo[e][1,3]oxazin-2-yl)-phenyl-methanol (125353-91-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / benzene / Heating; water sep. by a Dean-Stark trap

2: NaBH₄ / aq. ethanol / 1) 0 deg C, 2 h, 2) 5 deg C, 3 h; further reag.:DIBAL, lithium triethylborohydride

With sodium tetrahydroborate; In ethanol; benzene;

DOI:10.1016/S0040-4020(01)87677-8

upstream raw materials:

(2S,4aS,7R,8aR)-2-benzoyl-N-benzyl-4,4,7-trimethyl-octahydro-1,3-benzoxazine

phenylglyoxal hydrate

(1R,2S,5R)-5-methyl-2-<1-methyl-1-(benzylamino)ethyl>cyclohexan-1-ol

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