[3R-(1(S^*),3α,4α)]-3-hydroxy-1,3,4,5-tetrahydro-4-(4-methoxyphenyl)-1-(2-pyrrolidinylmethyl)-6-(trifluoromethyl)-2H-1-benzazepin-2-one

Base Information

• Chemical Name: [3R-(1(S^*),3α,4α)]-3-hydroxy-1,3,4,5-tetrahydro-4-(4-methoxyphenyl)-1-(2-pyrrolidinylmethyl)-6-(trifluoromethyl)-2H-1-benzazepin-2-one
• CAS No.: 128573-92-2
• Molecular Formula: C₂₃H₂₅F₃N₂O₃
• Molecular Weight: 434.458

Synonyms:[3R-(1(S^*),3α,4α)]-3-hydroxy-1,3,4,5-tetrahydro-4-(4-methoxyphenyl)-1-(2-pyrrolidinylmethyl)-6-(trifluoromethyl)-2H-1-benzazepin-2-one

Chemical Property of [3R-(1(S^*),3α,4α)]-3-hydroxy-1,3,4,5-tetrahydro-4-(4-methoxyphenyl)-1-(2-pyrrolidinylmethyl)-6-(trifluoromethyl)-2H-1-benzazepin-2-one

Chemical Property:

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Technology Process of [3R-(1(S^*),3α,4α)]-3-hydroxy-1,3,4,5-tetrahydro-4-(4-methoxyphenyl)-1-(2-pyrrolidinylmethyl)-6-(trifluoromethyl)-2H-1-benzazepin-2-one

There total 11 articles about [3R-(1(S^*),3α,4α)]-3-hydroxy-1,3,4,5-tetrahydro-4-(4-methoxyphenyl)-1-(2-pyrrolidinylmethyl)-6-(trifluoromethyl)-2H-1-benzazepin-2-one 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:

<3R-<1(S*),3α,4α>>-1-<<(benzyloxycarbonyl)-2-pyrrolidinyl>methyl>-1,3,4,5-tetrahydro-3-hydroxy-4-(4-methoxyphenyl)-6-(trifluoromethyl)-2H-1-benzazepin-2-one (134932-93-7) → [3R-(1(S*),3α,4α)]-3-hydroxy-1,3,4,5-tetrahydro-4-(4-methoxyphenyl)-1-(2-pyrrolidinylmethyl)-6-(trifluoromethyl)-2H-1-benzazepin-2-one (128573-92-2)

Guidance literature:

With hydrogen; acetyl chloride; palladium dihydroxide; In ethanol; for 1.66667h; under 2585.7 Torr;

DOI:10.1021/jm00082a018

Reference yield:

(3R-cis)-3-(hydroxy)-1,3,4,5-tetrahydro-4-[4-methoxyphenyl)-6-(trifluoromethyl)-2H-1-benzazepin-2-one (127061-43-2) → [3R-(1(S*),3α,4α)]-3-hydroxy-1,3,4,5-tetrahydro-4-(4-methoxyphenyl)-1-(2-pyrrolidinylmethyl)-6-(trifluoromethyl)-2H-1-benzazepin-2-one (128573-92-2)

Guidance literature:

Multi-step reaction with 2 steps

1: cesium carbonate / dimethylformamide / 50 °C

2: trifluoroacetic acid / CH₂Cl₂ / 0.5 h / Ambient temperature

With caesium carbonate; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00092a011

Reference yield:

N-Cbz-Prolinol (6216-63-3) → [3R-(1(S*),3α,4α)]-3-hydroxy-1,3,4,5-tetrahydro-4-(4-methoxyphenyl)-1-(2-pyrrolidinylmethyl)-6-(trifluoromethyl)-2H-1-benzazepin-2-one (128573-92-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 84 percent / pyridine / 20 h / Ambient temperature

2: 85 percent / Cs₂CO₃ / dimethylformamide / 28 h / 50 °C

3: H₂, AcCl / Pd(OH)2/C / ethanol / 1.67 h / 2585.7 Torr

With pyridine; hydrogen; caesium carbonate; acetyl chloride; palladium dihydroxide; In ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00082a018

upstream raw materials:

<3R-<1(S^*),3α,4α>>-1-<<(benzyloxycarbonyl)-2-pyrrolidinyl>methyl>-1,3,4,5-tetrahydro-3-hydroxy-4-(4-methoxyphenyl)-6-(trifluoromethyl)-2H-1-benzazepin-2-one

(3R-cis)-3-(hydroxy)-1,3,4,5-tetrahydro-4-[4-methoxyphenyl)-6-(trifluoromethyl)-2H-1-benzazepin-2-one

(S)-N-<(tert-butyloxy)carbonyl>-2-pyrrolidinemethanol

(S)-1-Pyrrolidin-2-yl-methanol

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