N-benzyl-4-hydroxy-N-(2-iodo-4-methoxyphenyl)-2-phenylsulfanylmethylbutyramide

Base Information

Chemical Name:N-benzyl-4-hydroxy-N-(2-iodo-4-methoxyphenyl)-2-phenylsulfanylmethylbutyramide
CAS No.:404871-34-7
Molecular Formula:C₂₅H₂₆INO₃S
Molecular Weight:547.457
Hs Code.:

Synonyms:N-benzyl-4-hydroxy-N-(2-iodo-4-methoxyphenyl)-2-phenylsulfanylmethylbutyramide

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Chemical Property of N-benzyl-4-hydroxy-N-(2-iodo-4-methoxyphenyl)-2-phenylsulfanylmethylbutyramide

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Technology Process of N-benzyl-4-hydroxy-N-(2-iodo-4-methoxyphenyl)-2-phenylsulfanylmethylbutyramide

There total 6 articles about N-benzyl-4-hydroxy-N-(2-iodo-4-methoxyphenyl)-2-phenylsulfanylmethylbutyramide 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: 55.0%

: 404871-49-4
N-benzyl-N-(2-iodo-4-methoxyphenyl)-3-phenylsulfanylmethylsuccinamic acid methyl ester

: 4-[benzyl-(2-iodo-4-methoxyphenyl)amino]-3-phenylsulfanylmethylbutan-1-ol

: 404871-34-7
N-benzyl-4-hydroxy-N-(2-iodo-4-methoxyphenyl)-2-phenylsulfanylmethylbutyramide

Guidance literature:: With diisobutylaluminium hydride; In toluene; at -78 ℃;
DOI:10.1039/b108622g

Reference yield:

: 18437-68-8
tert-butyl N-(4-methoxyphenyl)carbamate

: 404871-34-7
N-benzyl-4-hydroxy-N-(2-iodo-4-methoxyphenyl)-2-phenylsulfanylmethylbutyramide

Guidance literature:: Multi-step reaction with 6 steps

1.1: t-BuLi / pentane; diethyl ether / 3 h / -20 °C

1.2: 86 percent / 1,2-diiodoethane / pentane; diethyl ether / 16 h / -78 - 20 °C

2.1: 89 percent / CF₃COOH / CH₂Cl₂ / 2 h / 20 °C

3.1: 94 percent / ZnCl₂; NaCNBH₃ / CH₂Cl₂ / 2 h / Heating

4.1: 94 percent / Et₃N / benzene / 2 h

5.1: 96 percent / DBU / tetrahydrofuran / 16 h / Heating

6.1: 55 percent / DIBAL-H / toluene / 0.33 h / -78 °C

With tert.-butyl lithium; diisobutylaluminium hydride; sodium cyanoborohydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic acid; zinc(II) chloride; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; pentane; benzene;
DOI:10.1039/b208114h

Reference yield:

: 191348-14-8
2-iodo-4-methoxylaniline

: 404871-34-7
N-benzyl-4-hydroxy-N-(2-iodo-4-methoxyphenyl)-2-phenylsulfanylmethylbutyramide

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / ZnCl₂; NaCNBH₃ / CH₂Cl₂ / 2 h / Heating

2: 94 percent / Et₃N / benzene / 2 h

3: 96 percent / DBU / tetrahydrofuran / 16 h / Heating

4: 55 percent / DIBAL-H / toluene / 0.33 h / -78 °C

With diisobutylaluminium hydride; sodium cyanoborohydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; zinc(II) chloride; In tetrahydrofuran; dichloromethane; toluene; benzene;
DOI:10.1039/b208114h