(Z)-18-Bromo-octadec-9-enoic acid [(S)-1-hydroxymethyl-2-(4-hydroxy-phenyl)-ethyl]-amide

Base Information

Chemical Name:(Z)-18-Bromo-octadec-9-enoic acid [(S)-1-hydroxymethyl-2-(4-hydroxy-phenyl)-ethyl]-amide
CAS No.:885021-83-0
Molecular Formula:C₂₇H₄₄BrNO₃
Molecular Weight:510.555
Hs Code.:

Synonyms:(Z)-18-Bromo-octadec-9-enoic acid [(S)-1-hydroxymethyl-2-(4-hydroxy-phenyl)-ethyl]-amide

Suppliers and Price of (Z)-18-Bromo-octadec-9-enoic acid [(S)-1-hydroxymethyl-2-(4-hydroxy-phenyl)-ethyl]-amide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (Z)-18-Bromo-octadec-9-enoic acid [(S)-1-hydroxymethyl-2-(4-hydroxy-phenyl)-ethyl]-amide

Chemical Property:

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Technology Process of (Z)-18-Bromo-octadec-9-enoic acid [(S)-1-hydroxymethyl-2-(4-hydroxy-phenyl)-ethyl]-amide

There total 12 articles about (Z)-18-Bromo-octadec-9-enoic acid [(S)-1-hydroxymethyl-2-(4-hydroxy-phenyl)-ethyl]-amide 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:

: 885022-72-0
(Z)-18-bromo-9-octadecenoic acid

: 5034-68-4
4-[(2S)-2-amino-3-hydroxypropyl]phenol

: 885021-83-0
(Z)-18-Bromo-octadec-9-enoic acid [(S)-1-hydroxymethyl-2-(4-hydroxy-phenyl)-ethyl]-amide

Guidance literature:: With dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 20 ℃; for 12h;
DOI:10.1021/jm051226l

Reference yield:

: 50816-19-8
8-bromooctanol

: 885021-83-0
(Z)-18-Bromo-octadec-9-enoic acid [(S)-1-hydroxymethyl-2-(4-hydroxy-phenyl)-ethyl]-amide

Guidance literature:: Multi-step reaction with 11 steps

1.1: Et₃N; DMAP / CH₂Cl₂ / 18 h / 20 °C

2.1: dimethylsulfoxide / 24 h / 20 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 0.17 h / -25 °C

3.2: 81 percent / tetrahydrofuran; hexane; hexamethylphosphoric acid triamide / 14 h / -25 - 20 °C

4.1: 97 percent / Ni(OAc)2*2H₂O; NaBH₄ / aq. ethanol / 2 h / 20 °C

5.1: 92 percent / n-tetrabutylammonium fluoride / tetrahydrofuran / 2 h / 20 °C

6.1: 85 percent / pyridinium dichromate / dimethylformamide / 48 h / 20 °C

7.1: 553 mg / diethyl ether / 0.75 h / 0 °C

8.1: 96 percent / pyridinium p-toluenesulfonate; EtOH / 12 h / 55 °C

9.1: 94 percent / CBr₄; PPh₃ / CH₂Cl₂ / 0.67 h / 0 °C

10.1: aq. LiOH / tetrahydrofuran / 12 h / 20 °C

11.1: 118 mg / DCC / dimethylformamide / 12 h / 20 °C

With dmap; lithium hydroxide; sodium tetrahydroborate; dipyridinium dichromate; n-butyllithium; ethanol; carbon tetrabromide; tetrabutyl ammonium fluoride; nickel diacetate; pyridinium p-toluenesulfonate; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jm051226l

Reference yield:

: 885022-66-2
(Z)-1-hydroxy-18-[2-(tetrahydropyranyl)oxy]-9-octadecene

: 885021-83-0
(Z)-18-Bromo-octadec-9-enoic acid [(S)-1-hydroxymethyl-2-(4-hydroxy-phenyl)-ethyl]-amide

Guidance literature:: Multi-step reaction with 6 steps

1: 85 percent / pyridinium dichromate / dimethylformamide / 48 h / 20 °C

2: 553 mg / diethyl ether / 0.75 h / 0 °C

3: 96 percent / pyridinium p-toluenesulfonate; EtOH / 12 h / 55 °C

4: 94 percent / CBr₄; PPh₃ / CH₂Cl₂ / 0.67 h / 0 °C

5: aq. LiOH / tetrahydrofuran / 12 h / 20 °C

6: 118 mg / DCC / dimethylformamide / 12 h / 20 °C

With lithium hydroxide; dipyridinium dichromate; ethanol; carbon tetrabromide; pyridinium p-toluenesulfonate; dicyclohexyl-carbodiimide; triphenylphosphine; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm051226l