{4-[11-(butyl-methyl-carbamoyl)-1-(4-hydroxy-3-isopropyl-phenyl)-undecyl]-3,5-dimethyl-phenoxy}-acetic acid methyl ester

Base Information

• Chemical Name: {4-[11-(butyl-methyl-carbamoyl)-1-(4-hydroxy-3-isopropyl-phenyl)-undecyl]-3,5-dimethyl-phenoxy}-acetic acid methyl ester
• CAS No.: 253329-18-9
• Molecular Formula: C₃₇H₅₇NO₅
• Molecular Weight: 595.863
• Mol file: 253329-18-9.mol

Synonyms:{4-[11-(butyl-methyl-carbamoyl)-1-(4-hydroxy-3-isopropyl-phenyl)-undecyl]-3,5-dimethyl-phenoxy}-acetic acid methyl ester

Chemical Property of {4-[11-(butyl-methyl-carbamoyl)-1-(4-hydroxy-3-isopropyl-phenyl)-undecyl]-3,5-dimethyl-phenoxy}-acetic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {4-[11-(butyl-methyl-carbamoyl)-1-(4-hydroxy-3-isopropyl-phenyl)-undecyl]-3,5-dimethyl-phenoxy}-acetic acid methyl ester

There total 19 articles about {4-[11-(butyl-methyl-carbamoyl)-1-(4-hydroxy-3-isopropyl-phenyl)-undecyl]-3,5-dimethyl-phenoxy}-acetic acid methyl ester 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: 76.0%

{4-[11-(butyl-methyl-carbamoyl)-1-(3-isopropyl-4-triisopropylsilanyloxy-phenyl)-undecyl]-3,5-dimethyl-phenoxy}-acetic acid methyl ester (253329-17-8) → {4-[11-(butyl-methyl-carbamoyl)-1-(4-hydroxy-3-isopropyl-phenyl)-undecyl]-3,5-dimethyl-phenoxy}-acetic acid methyl ester (253329-18-9)

Guidance literature:

With triethylamine tris(hydrogen fluoride); In tetrahydrofuran;

DOI:10.1016/S0960-894X(01)00521-2

Reference yield:

N-n-butyl-N-methylamine (110-68-9) → {4-[11-(butyl-methyl-carbamoyl)-1-(4-hydroxy-3-isopropyl-phenyl)-undecyl]-3,5-dimethyl-phenoxy}-acetic acid methyl ester (253329-18-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 77 percent / HBTU; Et₃N / CH₂Cl₂

2.1: 125 °C

3.1: LiHMDS / tetrahydrofuran

3.2: tetrahydrofuran

4.1: 100 percent / H₂ / Pd/C / methanol

5.1: 76 percent / Et₃N*3HF / tetrahydrofuran

With hydrogen; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine tris(hydrogen fluoride); triethylamine; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1016/S0960-894X(01)00521-2

Reference yield:

2-(1-methylethyl)phenol (88-69-7) → {4-[11-(butyl-methyl-carbamoyl)-1-(4-hydroxy-3-isopropyl-phenyl)-undecyl]-3,5-dimethyl-phenoxy}-acetic acid methyl ester (253329-18-9)

Guidance literature:

Multi-step reaction with 12 steps

1.1: 63 percent / Br₂ / CH₂Cl₂

2.1: 72 percent / imidazole / 1,2-dichloro-ethane

3.1: n-BuLi / tetrahydrofuran / -78 °C

3.2: CeCl₃ / tetrahydrofuran / -78 °C

3.3: tetrahydrofuran / -78 °C

4.1: TFA / CH₂Cl₂ / -45 °C

5.1: 85 percent / Et₃N*3HF / tetrahydrofuran

6.1: 100 percent / Cs₂CO₃ / dimethylformamide

7.1: 80 percent / TFA / CH₂Cl₂ / -45 °C

8.1: 9-BBN / tetrahydrofuran

8.2: 88 percent / H₂O₂; NaOH

9.1: 65 percent / PDC / CH₂Cl₂

10.1: LiHMDS / tetrahydrofuran

10.2: tetrahydrofuran

11.1: 100 percent / H₂ / Pd/C / methanol

12.1: 76 percent / Et₃N*3HF / tetrahydrofuran

With 1H-imidazole; dipyridinium dichromate; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; hydrogen; bromine; caesium carbonate; triethylamine tris(hydrogen fluoride); trifluoroacetic acid; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(01)00521-2

upstream raw materials:

{4-[11-(butyl-methyl-carbamoyl)-1-(3-isopropyl-4-triisopropylsilanyloxy-phenyl)-undecyl]-3,5-dimethyl-phenoxy}-acetic acid methyl ester

N-n-butyl-N-methylamine

2-(1-methylethyl)phenol

8-bromooctanoic acid