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

Base Information

• Chemical Name: (S)-1-((2S,4aS,7R,8aR)-3-Benzyl-4,4,7-trimethyl-octahydro-benzo[e][1,3]oxazin-2-yl)-1-phenyl-ethanol
• CAS No.: 115156-58-6
• Molecular Formula: C₂₆H₃₅NO₂
• Molecular Weight: 393.569
• Mol file: 115156-58-6.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 7 articles about (S)-1-((2S,4aS,7R,8aR)-3-Benzyl-4,4,7-trimethyl-octahydro-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:

1-((2S,4aS,7R,8aR)-3-Benzyl-4,4,7-trimethyl-octahydro-benzo[e][1,3]oxazin-2-yl)-2-methanesulfinyl-ethanone (115156-69-9) → (S)-1-((2S,4aS,7R,8aR)-3-Benzyl-4,4,7-trimethyl-octahydro-benzo[e][1,3]oxazin-2-yl)-1-phenyl-ethanol (115156-58-6)

Guidance literature:

Multi-step reaction with 2 steps

1: aluminum amalgam / tetrahydrofuran; H₂O / 1.5 h / Heating

2: diethyl ether / 1 h / 5 °C

With aluminium amalgam; In tetrahydrofuran; diethyl ether; water;

DOI:10.1021/jo00294a026

Reference yield:

(4aS,7R,8aR)-3-Benzyl-4,4,7-trimethyl-octahydro-benzo[e][1,3]oxazine-2-carboxylic acid methyl ester (115156-68-8,125353-88-0,125353-89-1) → (S)-1-((2S,4aS,7R,8aR)-3-Benzyl-4,4,7-trimethyl-octahydro-benzo[e][1,3]oxazin-2-yl)-1-phenyl-ethanol (115156-58-6)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrahydrofuran; paraffin / 1 h / Ambient temperature

2: aluminum amalgam / tetrahydrofuran; H₂O / 1.5 h / Heating

3: diethyl ether / 1 h / 5 °C

With aluminium amalgam; In tetrahydrofuran; diethyl ether; water; paraffin;

DOI:10.1021/jo00294a026

Reference yield:

1-<<2S(2α,4aα,7α,8aβ)>-octahydro-3-(phenylmethyl)-4,4,7-trimethyl-2H-1,3-benzoxazin-2-yl>ethanone (115156-70-2) + phenylmagnesium bromide → α-methyl-<2S(2α,4aα,7α,8aβ)>-octahydro-α-phenyl-3-(phenylmethyl)-4,4,7-trimethyl-2H-1,3-benzoxazine-2-methanol (115224-70-9) + (S)-1-((2S,4aS,7R,8aR)-3-Benzyl-4,4,7-trimethyl-octahydro-benzo[e][1,3]oxazin-2-yl)-1-phenyl-ethanol (115156-58-6)

Guidance literature:

In diethyl ether; at 5 ℃; for 1h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo00294a026

upstream raw materials:

1-<<2S(2α,4aα,7α,8aβ)>-octahydro-3-(phenylmethyl)-4,4,7-trimethyl-2H-1,3-benzoxazin-2-yl>ethanone

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

methyllithium

methylmagnesium bromide

Downstream raw materials:

(S)-Atrolactic acid

(S)-methyl atrolactate

(S)-(+)-2-hydroxy-2-phenylpropanal