<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

Base Information

• Chemical Name: <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
• CAS No.: 134932-93-7
• Molecular Formula: C₃₁H₃₁F₃N₂O₅
• Molecular Weight: 568.593

Synonyms:<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

Chemical Property of <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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of <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

There total 15 articles about <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 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: 85.0%

(3R-cis)-3-(hydroxy)-1,3,4,5-tetrahydro-4-[4-methoxyphenyl)-6-(trifluoromethyl)-2H-1-benzazepin-2-one (127061-43-2) + (2S)-2-(4-methylphenylsulfonyloxymethyl)-pyrrolidine-1-carboxylic acid benzyl ester (72500-24-4) → <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)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 50 ℃; for 28h;

DOI:10.1021/jm00082a018

Reference yield:

2-methyl-1-nitro-3-(trifluoromethyl)benzene (6656-49-1) → <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)

Guidance literature:

Multi-step reaction with 9 steps

1: 82 percent / NaH / dimethylformamide / 20 h / 28 - 30 °C

2: 95 percent / H₂ / 5percent Pd/C / methanol

3: 97 percent / NaOMe / methanol / Heating

4: O₂, potassium hexamethyldisilazide, P(OEt)3 / tetrahydrofuran

5: LiI / pyridine; H₂O / 100 °C

6: 100 percent / Et₃N, DMAP / CH₂Cl₂

8: 94 percent / LiOH / tetrahydrofuran; H₂O

9: Cs₂CO₃ / dimethylformamide / 50 °C

With dmap; lithium hydroxide; hydrogen; oxygen; sodium methylate; potassium hexamethylsilazane; sodium hydride; caesium carbonate; triethylamine; lithium iodide; triethyl phosphite; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

dimethyl 2-(4-methoxybenzylidene)malonate (7443-25-6) → <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)

Guidance literature:

Multi-step reaction with 9 steps

1: 82 percent / NaH / dimethylformamide / 20 h / 28 - 30 °C

2: 95 percent / H₂ / 5percent Pd/C / methanol

3: 97 percent / NaOMe / methanol / Heating

4: O₂, potassium hexamethyldisilazide, P(OEt)3 / tetrahydrofuran

5: LiI / pyridine; H₂O / 100 °C

6: 100 percent / Et₃N, DMAP / CH₂Cl₂

8: 94 percent / LiOH / tetrahydrofuran; H₂O

9: Cs₂CO₃ / dimethylformamide / 50 °C

With dmap; lithium hydroxide; hydrogen; oxygen; sodium methylate; potassium hexamethylsilazane; sodium hydride; caesium carbonate; triethylamine; lithium iodide; triethyl phosphite; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; dichloromethane; water; N,N-dimethyl-formamide;

upstream raw materials:

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

(2S)-2-(4-methylphenylsulfonyloxymethyl)-pyrrolidine-1-carboxylic acid benzyl ester

2-methyl-1-nitro-3-(trifluoromethyl)benzene

dimethyl 2-(4-methoxybenzylidene)malonate

Downstream raw materials:

[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

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

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

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