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

Base Information

• Chemical Name: <3R-<1(S^*),3α,4α>>-1-<(1-methyl-2-pyrrolidinyl)methyl>-3-hydroxy-1,3,4,5-tetrahydro-4-(4-methoxyphenyl)-6-(trifluoromethyl)-2H-1-benzazepin-2-one
• CAS No.: 128574-20-9
• Molecular Formula: C₂₄H₂₇F₃N₂O₃
• Molecular Weight: 448.485

Synonyms:

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 4 articles about <3R-<1(S^*),3α,4α>>-1-<(1-methyl-2-pyrrolidinyl)methyl>-3-hydroxy-1,3,4,5-tetrahydro-4-(4-methoxyphenyl)-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:

(3S,4S-trans)-3-carboxy-1,3,4,5-tetrahydro-4-(4-methoxyphenyl)-6-(trifluoromethyl)-2H-1-benzazepin-2-one (S)-α-methylbenzylamine salt (111688-58-5) → <3R-<1(S*),3α,4α>>-1-<(1-methyl-2-pyrrolidinyl)methyl>-3-hydroxy-1,3,4,5-tetrahydro-4-(4-methoxyphenyl)-6-(trifluoromethyl)-2H-1-benzazepin-2-one (128574-20-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 97 percent / KHCO₃ / dimethylformamide / 5.17 h / 0 - 20 °C

2: 1.) potassium hexamethyldisilazide, 2.) O₂, P(OEt)3 / 1.) THF, -70 deg C, 1 h, 2.) THF, 0 deg C, 2 h

3: 66 percent / LiI, H₂O / pyridine / 2 h / Heating

4: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, from 0 deg C to RT, 3 h

With water; oxygen; potassium hexamethylsilazane; sodium hydride; potassium hydrogencarbonate; lithium iodide; triethyl phosphite; In pyridine; N,N-dimethyl-formamide;

DOI:10.1021/jm00082a018

Reference yield:

(3S,4S)-1,3,4,5-tetrahydro-6-(trifluoromethyl)-3-hydroxy-3-(methoxycarbonyl)-4-(4-methoxyphenyl)-2H-1-benzazepin-2-one (138337-24-3) → <3R-<1(S*),3α,4α>>-1-<(1-methyl-2-pyrrolidinyl)methyl>-3-hydroxy-1,3,4,5-tetrahydro-4-(4-methoxyphenyl)-6-(trifluoromethyl)-2H-1-benzazepin-2-one (128574-20-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 66 percent / LiI, H₂O / pyridine / 2 h / Heating

2: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, from 0 deg C to RT, 3 h

With water; sodium hydride; lithium iodide; In pyridine;

DOI:10.1021/jm00082a018

Reference yield:

(3S,4S-trans)-1,3,4,5-tetrahydro-6-(trifluoromethyl)-3-(methoxycarbonyl)-4-(4-methoxyphenyl)-2H-1-benzazepin-2-one (111605-09-5) → <3R-<1(S*),3α,4α>>-1-<(1-methyl-2-pyrrolidinyl)methyl>-3-hydroxy-1,3,4,5-tetrahydro-4-(4-methoxyphenyl)-6-(trifluoromethyl)-2H-1-benzazepin-2-one (128574-20-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) potassium hexamethyldisilazide, 2.) O₂, P(OEt)3 / 1.) THF, -70 deg C, 1 h, 2.) THF, 0 deg C, 2 h

2: 66 percent / LiI, H₂O / pyridine / 2 h / Heating

3: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, from 0 deg C to RT, 3 h

With water; oxygen; potassium hexamethylsilazane; sodium hydride; lithium iodide; triethyl phosphite; In pyridine;

DOI:10.1021/jm00082a018

upstream raw materials:

(3S,4S-trans)-3-carboxy-1,3,4,5-tetrahydro-4-(4-methoxyphenyl)-6-(trifluoromethyl)-2H-1-benzazepin-2-one (S)-α-methylbenzylamine salt

(3S,4S)-1,3,4,5-tetrahydro-6-(trifluoromethyl)-3-hydroxy-3-(methoxycarbonyl)-4-(4-methoxyphenyl)-2H-1-benzazepin-2-one

(3S,4S-trans)-1,3,4,5-tetrahydro-6-(trifluoromethyl)-3-(methoxycarbonyl)-4-(4-methoxyphenyl)-2H-1-benzazepin-2-one

(S)-2-hydroxymethyl-1-methylpyrrolidine

Downstream raw materials:

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

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