N-2-<3-(N-acetyl-N-allylamino)-2-bromophenyl>ethenyl-2-(4'-methoxyphenylmethyloxymethyl)prop-2-enylmethyl amine

Base Information

Chemical Name:N-2-<3-(N-acetyl-N-allylamino)-2-bromophenyl>ethenyl-2-(4'-methoxyphenylmethyloxymethyl)prop-2-enylmethyl amine
CAS No.:132169-35-8
Molecular Formula:C₂₆H₃₁BrN₂O₃
Molecular Weight:499.448
Hs Code.:

Synonyms:N-2-<3-(N-acetyl-N-allylamino)-2-bromophenyl>ethenyl-2-(4'-methoxyphenylmethyloxymethyl)prop-2-enylmethyl amine

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Chemical Property of N-2-<3-(N-acetyl-N-allylamino)-2-bromophenyl>ethenyl-2-(4'-methoxyphenylmethyloxymethyl)prop-2-enylmethyl amine

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Technology Process of N-2-<3-(N-acetyl-N-allylamino)-2-bromophenyl>ethenyl-2-(4'-methoxyphenylmethyloxymethyl)prop-2-enylmethyl amine

There total 13 articles about N-2-<3-(N-acetyl-N-allylamino)-2-bromophenyl>ethenyl-2-(4'-methoxyphenylmethyloxymethyl)prop-2-enylmethyl amine 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: 92.0%

: 132169-33-6
3-(N-acetyl-N-allylamino)-2-bromophenyl acetaldehyde

: 132169-34-7
2-(4'-methoxybenzyloxymethyl)prop-2-enylmethylamine

: 132169-35-8
N-2-<3-(N-acetyl-N-allylamino)-2-bromophenyl>ethenyl-2-(4'-methoxyphenylmethyloxymethyl)prop-2-enylmethyl amine

Guidance literature:: With molecular sieve; In benzene; for 4h;
DOI:10.1016/S0040-4020(01)85078-X

Reference yield:

: 573-54-6
2-bromo-3-nitro-benzoic acid

: 132169-35-8
N-2-<3-(N-acetyl-N-allylamino)-2-bromophenyl>ethenyl-2-(4'-methoxyphenylmethyloxymethyl)prop-2-enylmethyl amine

Guidance literature:: Multi-step reaction with 10 steps

1: BH₃*THF / tetrahydrofuran / 0 deg C, 1 h; r.t., 3 h

2: Fe, HCl / acetic acid; ethanol / 3 h / Heating

3: imidazole, DMAP / dimethylformamide / 18 h / Ambient temperature

4: 91 percent / LDA / tetrahydrofuran / -78 deg C, 30 min; r.t., 4 h

5: tetrahydrofuran / 3 h / Ambient temperature

6: HF / acetonitrile / Ambient temperature

7: 98 percent / PCC, SiO₂, DCM / 6 h / Ambient temperature; ultrasound

8: 1.) HMDSLi / 1.) THF, -78 deg C -> 0 deg C, 90 min; 2.) THF, r.t., 24 h

9: 89 percent / 10percent HCl / tetrahydrofuran / 24 h

10: 92 percent / molecular sieves / benzene / 4 h

With 1H-imidazole; hydrogenchloride; dmap; molecular sieve; borane-THF; hydrogen fluoride; 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran; silica gel; iron; pyridinium chlorochromate; lithium hexamethyldisilazane; lithium diisopropyl amide; In tetrahydrofuran; ethanol; acetic acid; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1016/S0040-4020(01)85078-X

Reference yield:

: (3-amino-2-bromophenyl)methanol

: 132169-35-8
N-2-<3-(N-acetyl-N-allylamino)-2-bromophenyl>ethenyl-2-(4'-methoxyphenylmethyloxymethyl)prop-2-enylmethyl amine

Guidance literature:: Multi-step reaction with 8 steps

1: imidazole, DMAP / dimethylformamide / 18 h / Ambient temperature

2: 91 percent / LDA / tetrahydrofuran / -78 deg C, 30 min; r.t., 4 h

3: tetrahydrofuran / 3 h / Ambient temperature

4: HF / acetonitrile / Ambient temperature

5: 98 percent / PCC, SiO₂, DCM / 6 h / Ambient temperature; ultrasound

6: 1.) HMDSLi / 1.) THF, -78 deg C -> 0 deg C, 90 min; 2.) THF, r.t., 24 h

7: 89 percent / 10percent HCl / tetrahydrofuran / 24 h

8: 92 percent / molecular sieves / benzene / 4 h

With 1H-imidazole; hydrogenchloride; dmap; molecular sieve; hydrogen fluoride; 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran; silica gel; pyridinium chlorochromate; lithium hexamethyldisilazane; lithium diisopropyl amide; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1016/S0040-4020(01)85078-X