Acetic acid (3R,4S)-4-(4-methoxy-phenyl)-2-oxo-1-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-6-trifluoromethyl-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-yl ester

Base Information

Chemical Name:Acetic acid (3R,4S)-4-(4-methoxy-phenyl)-2-oxo-1-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-6-trifluoromethyl-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-yl ester
CAS No.:138840-02-5
Molecular Formula:C₂₇H₃₀F₃NO₆
Molecular Weight:521.534
Hs Code.:

Acetic acid (3R,4S)-4-(4-methoxy-phenyl)-2-oxo-1-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-6-trifluoromethyl-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-yl ester

Synonyms:Acetic acid (3R,4S)-4-(4-methoxy-phenyl)-2-oxo-1-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-6-trifluoromethyl-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-yl ester

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Chemical Property of Acetic acid (3R,4S)-4-(4-methoxy-phenyl)-2-oxo-1-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-6-trifluoromethyl-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-yl ester

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Technology Process of Acetic acid (3R,4S)-4-(4-methoxy-phenyl)-2-oxo-1-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-6-trifluoromethyl-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-yl ester

There total 6 articles about Acetic acid (3R,4S)-4-(4-methoxy-phenyl)-2-oxo-1-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-6-trifluoromethyl-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-yl ester 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: 100.0%

: 108-24-7
acetic anhydride

: 138384-10-8
(3R,4S)-3-Hydroxy-4-(4-methoxy-phenyl)-1-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-6-trifluoromethyl-1,3,4,5-tetrahydro-benzo[b]azepin-2-one

: 138840-02-5
Acetic acid (3R,4S)-4-(4-methoxy-phenyl)-2-oxo-1-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-6-trifluoromethyl-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-yl ester

Guidance literature:: With dmap; In dichloromethane; for 29h; Ambient temperature;
DOI:10.1021/jm00082a018

Reference yield:

: 17739-45-6,59146-56-4
2-(2-bromoethoxy)tetrahydropyran

: 138840-02-5
Acetic acid (3R,4S)-4-(4-methoxy-phenyl)-2-oxo-1-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-6-trifluoromethyl-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, 90 deg C, 2 h

2: 100 percent / DMAP / CH₂Cl₂ / 29 h / Ambient temperature

With dmap; sodium hydride; In dichloromethane;
DOI:10.1021/jm00082a018

Reference yield:

: 111688-58-5
(3S,4S-trans)-3-carboxy-1,3,4,5-tetrahydro-4-(4-methoxyphenyl)-6-(trifluoromethyl)-2H-1-benzazepin-2-one (S)-α-methylbenzylamine salt

: 138840-02-5
Acetic acid (3R,4S)-4-(4-methoxy-phenyl)-2-oxo-1-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-6-trifluoromethyl-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-yl ester

Guidance literature:: Multi-step reaction with 5 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, 90 deg C, 2 h

5: 100 percent / DMAP / CH₂Cl₂ / 29 h / Ambient temperature

With dmap; water; oxygen; potassium hexamethylsilazane; sodium hydride; potassium hydrogencarbonate; lithium iodide; triethyl phosphite; In pyridine; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00082a018