(2S,3R)-2-(N-(tert-butoxycarbonyl)amino)-3-O-methoxymethyl-15-(4'-benzoylphenyl)-(4E)-pentadecene-1,3-diol

Base Information

Chemical Name:(2S,3R)-2-(N-(tert-butoxycarbonyl)amino)-3-O-methoxymethyl-15-(4'-benzoylphenyl)-(4E)-pentadecene-1,3-diol
CAS No.:855526-98-6
Molecular Formula:C₃₅H₅₁NO₆
Molecular Weight:581.793
Hs Code.:

Synonyms:(2S,3R)-2-(N-(tert-butoxycarbonyl)amino)-3-O-methoxymethyl-15-(4'-benzoylphenyl)-(4E)-pentadecene-1,3-diol

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Chemical Property of (2S,3R)-2-(N-(tert-butoxycarbonyl)amino)-3-O-methoxymethyl-15-(4'-benzoylphenyl)-(4E)-pentadecene-1,3-diol

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Technology Process of (2S,3R)-2-(N-(tert-butoxycarbonyl)amino)-3-O-methoxymethyl-15-(4'-benzoylphenyl)-(4E)-pentadecene-1,3-diol

There total 8 articles about (2S,3R)-2-(N-(tert-butoxycarbonyl)amino)-3-O-methoxymethyl-15-(4'-benzoylphenyl)-(4E)-pentadecene-1,3-diol 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: 88.0%

: 855526-97-5
(S)-4-[(E)-(R)-13-(4-Benzoyl-phenyl)-1-methoxymethoxy-tridec-2-enyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 855526-98-6
(2S,3R)-2-(N-(tert-butoxycarbonyl)amino)-3-O-methoxymethyl-15-(4'-benzoylphenyl)-(4E)-pentadecene-1,3-diol

Guidance literature:: With acetic acid; In water; at 80 ℃; for 5h;
DOI:10.1021/jo050513u

Reference yield:

: dodec-11-en-1-ynyl-trimethyl-silane

: 855526-98-6
(2S,3R)-2-(N-(tert-butoxycarbonyl)amino)-3-O-methoxymethyl-15-(4'-benzoylphenyl)-(4E)-pentadecene-1,3-diol

Guidance literature:: Multi-step reaction with 6 steps

1.1: 0.67 g / NaOH / diethyl ether; H₂O / 1 h / 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 2 h / -78 °C

2.2: 76 percent / HMPA / tetrahydrofuran; hexane / 2.5 h / -78 °C

3.1: 58 percent / Red-Al / diethyl ether; toluene / 4.17 h / 0 - 20 °C

4.1: 92 percent / iPr₂NEt / CH₂Cl₂ / 0 - 20 °C

5.1: 9-BBN-H / tetrahydrofuran / 20 °C

5.2: 73 percent / Pd(PPh₃)4; K₃PO₄ / tetrahydrofuran; dioxane; H₂O / 85 °C

6.1: 88 percent / acetic acid / H₂O / 5 h / 80 °C

With sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; acetic acid; N-ethyl-N,N-diisopropylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; toluene; 5.2: Suzuki coupling;
DOI:10.1021/jo050513u

Reference yield:

: 855526-95-3
(S)-4-((E)-(R)-1-Hydroxy-trideca-2,12-dienyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 855526-98-6
(2S,3R)-2-(N-(tert-butoxycarbonyl)amino)-3-O-methoxymethyl-15-(4'-benzoylphenyl)-(4E)-pentadecene-1,3-diol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 92 percent / iPr₂NEt / CH₂Cl₂ / 0 - 20 °C

2.1: 9-BBN-H / tetrahydrofuran / 20 °C

2.2: 73 percent / Pd(PPh₃)4; K₃PO₄ / tetrahydrofuran; dioxane; H₂O / 85 °C

3.1: 88 percent / acetic acid / H₂O / 5 h / 80 °C

With 9-borabicyclo[3.3.1]nonane dimer; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; water; 2.2: Suzuki coupling;
DOI:10.1021/jo050513u