[4-bromomethyl-3',5'-bis-(3-tert-butoxycarbonylmethoxy-5-decyloxy-benzyloxy)-6-decyloxy-biphenyl-2-yloxy]-acetic acid tert-butyl ester

Base Information

• Chemical Name: [4-bromomethyl-3',5'-bis-(3-tert-butoxycarbonylmethoxy-5-decyloxy-benzyloxy)-6-decyloxy-biphenyl-2-yloxy]-acetic acid tert-butyl ester
• CAS No.: 820958-41-6
• Molecular Formula: C₇₅H₁₁₃BrO₁₄
• Molecular Weight: 1318.62

Synonyms:[4-bromomethyl-3',5'-bis-(3-tert-butoxycarbonylmethoxy-5-decyloxy-benzyloxy)-6-decyloxy-biphenyl-2-yloxy]-acetic acid tert-butyl ester

Chemical Property of [4-bromomethyl-3',5'-bis-(3-tert-butoxycarbonylmethoxy-5-decyloxy-benzyloxy)-6-decyloxy-biphenyl-2-yloxy]-acetic acid tert-butyl ester

Chemical Property:

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Technology Process of [4-bromomethyl-3',5'-bis-(3-tert-butoxycarbonylmethoxy-5-decyloxy-benzyloxy)-6-decyloxy-biphenyl-2-yloxy]-acetic acid tert-butyl ester

There total 14 articles about [4-bromomethyl-3',5'-bis-(3-tert-butoxycarbonylmethoxy-5-decyloxy-benzyloxy)-6-decyloxy-biphenyl-2-yloxy]-acetic acid tert-butyl 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: 95.0%

[3',5'-bis-(3-tert-butoxycarbonylmethoxy-5-decyloxy-benzyloxy)-6-decyloxy-4-hydroxymethyl-biphenyl-2-yloxy]-acetic acid tert-butyl ester (820958-40-5) → [4-bromomethyl-3',5'-bis-(3-tert-butoxycarbonylmethoxy-5-decyloxy-benzyloxy)-6-decyloxy-biphenyl-2-yloxy]-acetic acid tert-butyl ester (820958-41-6)

Guidance literature:

With N-Bromosuccinimide; triphenylphosphine; In tetrahydrofuran; for 0.0333333h;

DOI:10.1021/ja0449628

Reference yield:

Iododecane (2050-77-3) → [4-bromomethyl-3',5'-bis-(3-tert-butoxycarbonylmethoxy-5-decyloxy-benzyloxy)-6-decyloxy-biphenyl-2-yloxy]-acetic acid tert-butyl ester (820958-41-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 31 percent / potassium carbonate; 18-crown-6 / acetone / 12 h / Heating

2: 98 percent / potassium carbonate; NaI; 18-crown-6 / acetonitrile / 36 h / Heating

3: 87 percent / PPh₃; N-bromosuccinimide / tetrahydrofuran / 0.02 h

4: 82 percent / potassium carbonate; 18-crown-6 / tetrahydrofuran / 40 h / Heating

5: 95 percent / PPh₃; N-bromosuccinimide / tetrahydrofuran / 0.03 h

With N-Bromosuccinimide; 18-crown-6 ether; potassium carbonate; triphenylphosphine; sodium iodide; In tetrahydrofuran; acetone; acetonitrile;

DOI:10.1021/ja0449628

Reference yield:

5-(hydroxymethyl)benzene-1,3-diol (29654-55-5) → [4-bromomethyl-3',5'-bis-(3-tert-butoxycarbonylmethoxy-5-decyloxy-benzyloxy)-6-decyloxy-biphenyl-2-yloxy]-acetic acid tert-butyl ester (820958-41-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 31 percent / potassium carbonate; 18-crown-6 / acetone / 12 h / Heating

2: 98 percent / potassium carbonate; NaI; 18-crown-6 / acetonitrile / 36 h / Heating

3: 87 percent / PPh₃; N-bromosuccinimide / tetrahydrofuran / 0.02 h

4: 82 percent / potassium carbonate; 18-crown-6 / tetrahydrofuran / 40 h / Heating

5: 95 percent / PPh₃; N-bromosuccinimide / tetrahydrofuran / 0.03 h

With N-Bromosuccinimide; 18-crown-6 ether; potassium carbonate; triphenylphosphine; sodium iodide; In tetrahydrofuran; acetone; acetonitrile;

DOI:10.1021/ja0449628

upstream raw materials:

[3',5'-bis-(3-tert-butoxycarbonylmethoxy-5-decyloxy-benzyloxy)-6-decyloxy-4-hydroxymethyl-biphenyl-2-yloxy]-acetic acid tert-butyl ester

Iododecane

5-(hydroxymethyl)benzene-1,3-diol

3,5-dihydroxy-4-bromobenzoic acid ethyl ester

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