trans-3-{3-[2-[3-[2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]phenyl]vinyl]phenyl}propionic acid

Base Information

• Chemical Name: trans-3-{3-[2-[3-[2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]phenyl]vinyl]phenyl}propionic acid
• CAS No.: 878158-12-4
• Molecular Formula: C₃₄H₃₁NO₄
• Molecular Weight: 517.624
• Mol file: 878158-12-4.mol

Synonyms:

Chemical Property of trans-3-{3-[2-[3-[2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]phenyl]vinyl]phenyl}propionic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of trans-3-{3-[2-[3-[2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]phenyl]vinyl]phenyl}propionic acid

There total 8 articles about trans-3-{3-[2-[3-[2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]phenyl]vinyl]phenyl}propionic acid 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:

methyl 3-(3'-bromophenyl)-acrylate (3650-77-9) → trans-3-{3-[2-[3-[2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]phenyl]vinyl]phenyl}propionic acid (878158-12-4)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium tetrahydroborate; nickel(II) acetate tetrahydrate; hydrogen / ethyl acetate; methanol / 20 °C / 750.08 Torr

2: tris-(o-tolyl)phosphine; palladium diacetate; triethylamine / N,N-dimethyl-formamide / 0.5 h / 120 °C / Microwave irradiation

3: trifluoroacetic acid / dichloromethane / 20 °C

4: sodium carbonate / 1,4-dioxane; water / 24 h / 20 °C

5: hydrogenchloride / dichloromethane; water / 17 h / 120 °C

With hydrogenchloride; sodium tetrahydroborate; hydrogen; palladium diacetate; nickel(II) acetate tetrahydrate; sodium carbonate; triethylamine; tris-(o-tolyl)phosphine; trifluoroacetic acid; In 1,4-dioxane; methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1039/c4ob01926a

Reference yield:

3-bromocinnamic acid (14473-91-7,20595-41-9,32862-97-8) → trans-3-{3-[2-[3-[2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]phenyl]vinyl]phenyl}propionic acid (878158-12-4)

Guidance literature:

Multi-step reaction with 6 steps

1: hydrogenchloride / water / 0.83 h / 130 °C / Microwave irradiation

2: sodium tetrahydroborate; nickel(II) acetate tetrahydrate; hydrogen / ethyl acetate; methanol / 20 °C / 750.08 Torr

3: tris-(o-tolyl)phosphine; palladium diacetate; triethylamine / N,N-dimethyl-formamide / 0.5 h / 120 °C / Microwave irradiation

4: trifluoroacetic acid / dichloromethane / 20 °C

5: sodium carbonate / 1,4-dioxane; water / 24 h / 20 °C

6: hydrogenchloride / dichloromethane; water / 17 h / 120 °C

With hydrogenchloride; sodium tetrahydroborate; hydrogen; palladium diacetate; nickel(II) acetate tetrahydrate; sodium carbonate; triethylamine; tris-(o-tolyl)phosphine; trifluoroacetic acid; In 1,4-dioxane; methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1039/c4ob01926a

Reference yield:

m-bromobenzoic aldehyde (3132-99-8) → trans-3-{3-[2-[3-[2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]phenyl]vinyl]phenyl}propionic acid (878158-12-4)

Guidance literature:

Multi-step reaction with 10 steps

1.1: piperidine; hydrogenchloride; pyridine / water / 105 °C

2.1: hydrogenchloride / water / 0.83 h / 130 °C / Microwave irradiation

3.1: sodium tetrahydroborate; nickel(II) acetate tetrahydrate; hydrogen / ethyl acetate; methanol / 20 °C / 750.08 Torr

4.1: sodium hydroxide / ethanol / 2 h / 78 °C

5.1: sodium azide; tetrabutylammomium bromide; zinc dibromide / tetrahydrofuran / 48 h / 40 °C

5.2: 0.33 h / 20 °C

6.1: bis(triphenylphosphine)palladium(II)-chloride; lithium chloride; triethylamine / N,N-dimethyl-formamide / 0.42 h / 130 °C / Microwave irradiation

7.1: tris-(o-tolyl)phosphine; palladium diacetate; triethylamine / N,N-dimethyl-formamide / 0.5 h / 120 °C / Microwave irradiation

8.1: trifluoroacetic acid / dichloromethane / 20 °C

9.1: sodium carbonate / 1,4-dioxane; water / 24 h / 20 °C

10.1: hydrogenchloride / dichloromethane; water / 17 h / 120 °C

With piperidine; pyridine; hydrogenchloride; sodium tetrahydroborate; sodium azide; bis(triphenylphosphine)palladium(II)-chloride; tetrabutylammomium bromide; hydrogen; palladium diacetate; nickel(II) acetate tetrahydrate; sodium carbonate; triethylamine; tris-(o-tolyl)phosphine; trifluoroacetic acid; lithium chloride; sodium hydroxide; zinc dibromide; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1039/c4ob01926a

upstream raw materials:

[2-(3-bromophenyl)ethyl]carbamic acid tert-butyl ester

[2-(3'-vinyl-phenyl)-ethyl]-carbamic acid tert-butyl ester

trans-methyl 3-(3'-{2''-[3'''-(2''''-tert-butoxycarbonylaminoethyl)phenyl]vinyl}phenyl)-propionate

m-bromobenzoic aldehyde

Refernces