2-benzyloxy-6-{[(16R)-tert-butyldimethylsilyloxy]heptadecyl}benzoic acid benzyl ester

Base Information

Chemical Name:2-benzyloxy-6-{[(16R)-tert-butyldimethylsilyloxy]heptadecyl}benzoic acid benzyl ester
CAS No.:205693-38-5
Molecular Formula:C₄₄H₆₆O₄Si
Molecular Weight:687.091
Hs Code.:

Synonyms:2-benzyloxy-6-{[(16R)-tert-butyldimethylsilyloxy]heptadecyl}benzoic acid benzyl ester

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Chemical Property of 2-benzyloxy-6-{[(16R)-tert-butyldimethylsilyloxy]heptadecyl}benzoic acid benzyl ester

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Technology Process of 2-benzyloxy-6-{[(16R)-tert-butyldimethylsilyloxy]heptadecyl}benzoic acid benzyl ester

There total 6 articles about 2-benzyloxy-6-{[(16R)-tert-butyldimethylsilyloxy]heptadecyl}benzoic 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: 93.0%

: 100-39-0
benzyl bromide

: 205693-50-1
2-hydroxy-6-{[(16R)-tert-butyldimethylsilyloxy]heptadecyl}benzoic acid benzyl ester

: 205693-38-5
2-benzyloxy-6-{[(16R)-tert-butyldimethylsilyloxy]heptadecyl}benzoic acid benzyl ester

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; for 4h; Heating;
DOI:10.1021/jo9800098

Reference yield:

: 13-tetradecenyl magnesium bromide

: 205693-38-5
2-benzyloxy-6-{[(16R)-tert-butyldimethylsilyloxy]heptadecyl}benzoic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 86 percent / CuCl(COD) / tetrahydrofuran / -78 - 20 °C

2.1: 94 percent / imidazole / dimethylformamide / 20 °C

3.1: [9-H-9-BBN]2 / tetrahydrofuran

3.2: 86 percent / NaOMe; KBr / PdCl₂(dppf) / tetrahydrofuran / Heating

4.1: NaH / dimethylformamide / 0.5 h / 0 - 20 °C

4.2: 92 percent / dimethylformamide / 3 h / 20 °C

5.1: 93 percent / K₂CO₃ / dimethylformamide / 4 h / Heating

With 1H-imidazole; 9-borabicyclo[3.3.1]nonane dimer; sodium hydride; potassium carbonate; CuCl(COD); In tetrahydrofuran; N,N-dimethyl-formamide; 1.1: Addition / 2.1: silylation / 3.1: Addition / 3.2: Suzuki reaction / 4.1: Metallation / 4.2: Ring cleavage / 5.1: Etherification;
DOI:10.1021/jo9800098

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 205693-38-5
2-benzyloxy-6-{[(16R)-tert-butyldimethylsilyloxy]heptadecyl}benzoic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 94 percent / imidazole / dimethylformamide / 20 °C

2.1: [9-H-9-BBN]2 / tetrahydrofuran

2.2: 86 percent / NaOMe; KBr / PdCl₂(dppf) / tetrahydrofuran / Heating

3.1: NaH / dimethylformamide / 0.5 h / 0 - 20 °C

3.2: 92 percent / dimethylformamide / 3 h / 20 °C

4.1: 93 percent / K₂CO₃ / dimethylformamide / 4 h / Heating

With 1H-imidazole; 9-borabicyclo[3.3.1]nonane dimer; sodium hydride; potassium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide; 1.1: silylation / 2.1: Addition / 2.2: Suzuki reaction / 3.1: Metallation / 3.2: Ring cleavage / 4.1: Etherification;
DOI:10.1021/jo9800098