(+)-cis-5(R),7(R)-hexahydro-5-(3-methoxyphenyl)-5,7-dimethyl-2H-azepine-2-one

Base Information

Chemical Name:(+)-cis-5(R),7(R)-hexahydro-5-(3-methoxyphenyl)-5,7-dimethyl-2H-azepine-2-one
CAS No.:135684-72-9
Molecular Formula:C₁₅H₂₁NO₂
Molecular Weight:247.337
Hs Code.:

Synonyms:(+)-cis-5(R),7(R)-hexahydro-5-(3-methoxyphenyl)-5,7-dimethyl-2H-azepine-2-one

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Chemical Property of (+)-cis-5(R),7(R)-hexahydro-5-(3-methoxyphenyl)-5,7-dimethyl-2H-azepine-2-one

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Technology Process of (+)-cis-5(R),7(R)-hexahydro-5-(3-methoxyphenyl)-5,7-dimethyl-2H-azepine-2-one

There total 11 articles about (+)-cis-5(R),7(R)-hexahydro-5-(3-methoxyphenyl)-5,7-dimethyl-2H-azepine-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: 73.0%

: 130788-33-9,135657-29-3
(+)-E-cis-2(R),4(R)-4-(3-methoxyphenyl)-2,4-dimethylcyclohexanone oxime

: 135684-72-9
(+)-cis-5(R),7(R)-hexahydro-5-(3-methoxyphenyl)-5,7-dimethyl-2H-azepine-2-one

Guidance literature:: With pyridine; trichlorophosphate; at 0 ℃; for 5h;
DOI:10.1016/S0040-4020(01)86456-5

Reference yield:

: 120125-63-5,135657-21-5,135657-27-1
cis/trans-ethyl 2-(3-methoxyphenyl)-2-methyl-1-oxirane-1-carboxylate

: 135684-72-9
(+)-cis-5(R),7(R)-hexahydro-5-(3-methoxyphenyl)-5,7-dimethyl-2H-azepine-2-one

Guidance literature:: Multi-step reaction with 10 steps

1: 83 percent / conc. H₂SO₄ / diethyl ether / 0.5 h / Ambient temperature

2: 96 percent / 2 M aq. NaOH / 12 h / Ambient temperature

3: 40 percent / 3 M HCl / steam distillation

4: 71 percent / 40percent methan. benzyltrimethylammonium hydroxide (Triton B) / 2-methyl-propan-2-ol / 2 h / Ambient temperature

5: 91 percent / H₂ / 10percent Pd/C / acetic acid / 760 Torr

6: 90 percent / 18 h / 60 °C

7: 1) KN(iPr)2 / 1) Et₂O, -78 deg C, 10 h, 2) Et₂O, -100 deg C, 2 h

8: 2) 2.5 M HCl / 1) 40 deg C, 16 h, (sealed tube), 2) pentane, 15 min

9: 84 percent / NH₂OH*HCl, CH₃CO₂Na / methanol; H₂O / 18 h / Ambient temperature

10: 73 percent / POCl₃, pyridine / 5 h / 0 °C

With pyridine; hydrogenchloride; sodium hydroxide; sulfuric acid; hydroxylamine hydrochloride; hydrogen; sodium acetate; N-benzyl-trimethylammonium hydroxide; potassium diisopropylamide; trichlorophosphate; palladium on activated charcoal; In methanol; diethyl ether; water; acetic acid; tert-butyl alcohol;
DOI:10.1016/S0040-4020(01)86456-5

Reference yield:

: 130788-40-8,59452-86-7
2-(3-methoxyphenyl)propanal

: 135684-72-9
(+)-cis-5(R),7(R)-hexahydro-5-(3-methoxyphenyl)-5,7-dimethyl-2H-azepine-2-one

Guidance literature:: Multi-step reaction with 7 steps

1: 71 percent / 40percent methan. benzyltrimethylammonium hydroxide (Triton B) / 2-methyl-propan-2-ol / 2 h / Ambient temperature

2: 91 percent / H₂ / 10percent Pd/C / acetic acid / 760 Torr

3: 90 percent / 18 h / 60 °C

4: 1) KN(iPr)2 / 1) Et₂O, -78 deg C, 10 h, 2) Et₂O, -100 deg C, 2 h

5: 2) 2.5 M HCl / 1) 40 deg C, 16 h, (sealed tube), 2) pentane, 15 min

6: 84 percent / NH₂OH*HCl, CH₃CO₂Na / methanol; H₂O / 18 h / Ambient temperature

7: 73 percent / POCl₃, pyridine / 5 h / 0 °C

With pyridine; hydrogenchloride; hydroxylamine hydrochloride; hydrogen; sodium acetate; N-benzyl-trimethylammonium hydroxide; potassium diisopropyl amide; trichlorophosphate; palladium on activated charcoal; In methanol; water; acetic acid; tert-butyl alcohol;
DOI:10.1016/S0040-4020(01)86456-5