4-(benzyloxy)-3,5-bis(3-bromopropyl)-2',6'-bis(6-bromohexanamido)biphenyl

Base Information

• Chemical Name: 4-(benzyloxy)-3,5-bis(3-bromopropyl)-2',6'-bis(6-bromohexanamido)biphenyl
• CAS No.: 129001-68-9
• Molecular Formula: C₃₇H₄₆Br₄N₂O₃
• Molecular Weight: 886.4
• Mol file: 129001-68-9.mol

Synonyms:4-(benzyloxy)-3,5-bis(3-bromopropyl)-2',6'-bis(6-bromohexanamido)biphenyl

Chemical Property of 4-(benzyloxy)-3,5-bis(3-bromopropyl)-2',6'-bis(6-bromohexanamido)biphenyl

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(benzyloxy)-3,5-bis(3-bromopropyl)-2',6'-bis(6-bromohexanamido)biphenyl

There total 14 articles about 4-(benzyloxy)-3,5-bis(3-bromopropyl)-2',6'-bis(6-bromohexanamido)biphenyl 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: 60.0%

6-bromohexanoyl chloride (22809-37-6) + 4-(benzyloxy)-3,5-bis(3-bromopropyl)-2',6'-diaminobiphenyl (129001-67-8) → 4-(benzyloxy)-3,5-bis(3-bromopropyl)-2',6'-bis(6-bromohexanamido)biphenyl (129001-68-9)

Guidance literature:

With pyridine; In tetrahydrofuran; at -60 - 10 ℃; for 1.5h;

DOI:10.1021/ja00021a042

Reference yield:

3,5-bis(2-propenyl)-4-hydroxy-2',6'-dinitrobiphenyl (129001-65-6) → 4-(benzyloxy)-3,5-bis(3-bromopropyl)-2',6'-bis(6-bromohexanamido)biphenyl (129001-68-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 97 percent / K₂CO₃ / dimethylformamide / 18 h

2: 1.) 9-BBN, 2.) 3 M NaOH, 30percent H₂O₂ / 1.) THF, 65 deg C, 2.5 h, 2.) THF, below 28 deg C, 30 min

3: 88 percent / PPh₃, collidine, CBr₄ / CH₂Cl₂ / 2 h / -5 - -3 °C

4: 84 percent / Fe, NH₄Cl / H₂O; ethanol / 1.5 h / 65 - 70 °C

5: 60 percent / pyridine / tetrahydrofuran / 1.5 h / -60 - 10 °C

With pyridine; 2,3,5-trimethyl-pyridine; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; carbon tetrabromide; dihydrogen peroxide; iron; potassium carbonate; ammonium chloride; triphenylphosphine; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/ja00021a042

Reference yield:

3,5-bis(2-propenyl)-4-(benzyloxy)-2',6'-dinitrobiphenyl (136460-29-2) → 4-(benzyloxy)-3,5-bis(3-bromopropyl)-2',6'-bis(6-bromohexanamido)biphenyl (129001-68-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) 9-BBN, 2.) 3 M NaOH, 30percent H₂O₂ / 1.) THF, 65 deg C, 2.5 h, 2.) THF, below 28 deg C, 30 min

2: 88 percent / PPh₃, collidine, CBr₄ / CH₂Cl₂ / 2 h / -5 - -3 °C

3: 84 percent / Fe, NH₄Cl / H₂O; ethanol / 1.5 h / 65 - 70 °C

4: 60 percent / pyridine / tetrahydrofuran / 1.5 h / -60 - 10 °C

With pyridine; 2,3,5-trimethyl-pyridine; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; carbon tetrabromide; dihydrogen peroxide; iron; ammonium chloride; triphenylphosphine; In tetrahydrofuran; ethanol; dichloromethane; water;

DOI:10.1021/ja00021a042

upstream raw materials:

6-bromohexanoyl chloride

4-(benzyloxy)-3,5-bis(3-bromopropyl)-2',6'-diaminobiphenyl

para-iodoanisole

4-methoxy-2',6'-dinitrobiphenyl

Downstream raw materials:

4-(benzyloxy)-3,5-bis<3-(2-formyl-3,5-dimethylphenoxy)propyl>-2',6'-bis<6-(2-formyl-3,5-dimethylphenoxy)hexanamido>biphenyl

3,5-bis<3-(2-formyl-3,5-dimethylphenoxy)propyl>-4-hydroxy-2',6'-bis<6-(2-formyl-3,5-dimethylphenoxy)hexanamido>biphenyl