2-({2-[3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-5-octyl-phenyl}-methyl-amino)-hexanoic acid benzyl ester

Base Information

• Chemical Name: 2-({2-[3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-5-octyl-phenyl}-methyl-amino)-hexanoic acid benzyl ester
• CAS No.: 442525-53-3
• Molecular Formula: C₃₇H₆₁NO₄Si
• Molecular Weight: 611.981
• Mol file: 442525-53-3.mol

Synonyms:2-({2-[3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-5-octyl-phenyl}-methyl-amino)-hexanoic acid benzyl ester

Chemical Property of 2-({2-[3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-5-octyl-phenyl}-methyl-amino)-hexanoic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-({2-[3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-5-octyl-phenyl}-methyl-amino)-hexanoic acid benzyl ester

There total 14 articles about 2-({2-[3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-5-octyl-phenyl}-methyl-amino)-hexanoic acid benzyl 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:

4-bromo-2-nitrotoluene (60956-26-5) → 2-({2-[3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-5-octyl-phenyl}-methyl-amino)-hexanoic acid benzyl ester (442525-53-3)

Guidance literature:

Multi-step reaction with 10 steps

1.1: NaH / tetrahydrofuran / 0.5 h / 0 °C

1.2: 87.6 percent / tetrahydrofuran / 24 h / 40 °C

2.1: 73.5 percent / LiBH₄ / tetrahydrofuran / 1 h / 20 °C

3.1: 96.8 percent / pyridine / 0.5 h / 20 °C

4.1: 95.3 percent / PdCl₂(PPh₃)2; Et₃N; CuI / tetrahydrofuran / 7 h / 20 °C

5.1: H₂ / 10 percent Pd/C / ethanol / 20 °C / 760 Torr

6.1: Ac₂O / 50 °C

6.2: 2.04 g / tetrahydrofuran / 0 °C

7.1: BH₃ / tetrahydrofuran / 0 °C

8.1: 1.28 g / aq. NaOH / methanol / 20 °C

9.1: 2,6-lutidine / 1,2-dichloro-ethane / Heating

10.1: 2.05 g / imidazole / dimethylformamide / 0 °C

With pyridine; 1H-imidazole; 2,6-dimethylpyridine; bis-triphenylphosphine-palladium(II) chloride; sodium hydroxide; copper(l) iodide; lithium borohydride; borane; hydrogen; acetic anhydride; sodium hydride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 4.1: Sonogashira coupling;

DOI:10.1016/S0040-4020(02)00099-6

Reference yield:

ethyl 3-(4-bromo-2-nitrophenyl)-2-oxopropanoate (442521-40-6) → 2-({2-[3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-5-octyl-phenyl}-methyl-amino)-hexanoic acid benzyl ester (442525-53-3)

Guidance literature:

Multi-step reaction with 9 steps

1.1: 73.5 percent / LiBH₄ / tetrahydrofuran / 1 h / 20 °C

2.1: 96.8 percent / pyridine / 0.5 h / 20 °C

3.1: 95.3 percent / PdCl₂(PPh₃)2; Et₃N; CuI / tetrahydrofuran / 7 h / 20 °C

4.1: H₂ / 10 percent Pd/C / ethanol / 20 °C / 760 Torr

5.1: Ac₂O / 50 °C

5.2: 2.04 g / tetrahydrofuran / 0 °C

6.1: BH₃ / tetrahydrofuran / 0 °C

7.1: 1.28 g / aq. NaOH / methanol / 20 °C

8.1: 2,6-lutidine / 1,2-dichloro-ethane / Heating

9.1: 2.05 g / imidazole / dimethylformamide / 0 °C

With pyridine; 1H-imidazole; 2,6-dimethylpyridine; bis-triphenylphosphine-palladium(II) chloride; sodium hydroxide; copper(l) iodide; lithium borohydride; borane; hydrogen; acetic anhydride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 3.1: Sonogashira coupling;

DOI:10.1016/S0040-4020(02)00099-6

Reference yield:

3-(4-bromo-2-nitro-phenyl)-propane-1,2-diol (442521-41-7) → 2-({2-[3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-5-octyl-phenyl}-methyl-amino)-hexanoic acid benzyl ester (442525-53-3)

Guidance literature:

Multi-step reaction with 8 steps

1.1: 96.8 percent / pyridine / 0.5 h / 20 °C

2.1: 95.3 percent / PdCl₂(PPh₃)2; Et₃N; CuI / tetrahydrofuran / 7 h / 20 °C

3.1: H₂ / 10 percent Pd/C / ethanol / 20 °C / 760 Torr

4.1: Ac₂O / 50 °C

4.2: 2.04 g / tetrahydrofuran / 0 °C

5.1: BH₃ / tetrahydrofuran / 0 °C

6.1: 1.28 g / aq. NaOH / methanol / 20 °C

7.1: 2,6-lutidine / 1,2-dichloro-ethane / Heating

8.1: 2.05 g / imidazole / dimethylformamide / 0 °C

With pyridine; 1H-imidazole; 2,6-dimethylpyridine; bis-triphenylphosphine-palladium(II) chloride; sodium hydroxide; copper(l) iodide; borane; hydrogen; acetic anhydride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 2.1: Sonogashira coupling;

DOI:10.1016/S0040-4020(02)00099-6

upstream raw materials:

tert-butyldimethylsilyl chloride

(S)-2-{[2-(2,3-Dihydroxy-propyl)-5-octyl-phenyl]-methyl-amino}-hexanoic acid benzyl ester

D-norleucine

4-bromo-2-nitrotoluene

Refernces