4-nitrobenzoic acid (R)-1-[(2R,3aS,5R,6aS)-5-((1E,3E)-4-bromohexa-1,3-dienyl)hexahydrofuro[3,2-b]furan-2-yl]-3-trimethylsilanylprop-2-ynyl ester

Base Information

Chemical Name:4-nitrobenzoic acid (R)-1-[(2R,3aS,5R,6aS)-5-((1E,3E)-4-bromohexa-1,3-dienyl)hexahydrofuro[3,2-b]furan-2-yl]-3-trimethylsilanylprop-2-ynyl ester
CAS No.:951698-45-6
Molecular Formula:C₂₅H₃₀BrNO₆Si
Molecular Weight:548.506
Hs Code.:

Synonyms:4-nitrobenzoic acid (R)-1-[(2R,3aS,5R,6aS)-5-((1E,3E)-4-bromohexa-1,3-dienyl)hexahydrofuro[3,2-b]furan-2-yl]-3-trimethylsilanylprop-2-ynyl ester

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Chemical Property of 4-nitrobenzoic acid (R)-1-[(2R,3aS,5R,6aS)-5-((1E,3E)-4-bromohexa-1,3-dienyl)hexahydrofuro[3,2-b]furan-2-yl]-3-trimethylsilanylprop-2-ynyl ester

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Technology Process of 4-nitrobenzoic acid (R)-1-[(2R,3aS,5R,6aS)-5-((1E,3E)-4-bromohexa-1,3-dienyl)hexahydrofuro[3,2-b]furan-2-yl]-3-trimethylsilanylprop-2-ynyl ester

There total 1 articles about 4-nitrobenzoic acid (R)-1-[(2R,3aS,5R,6aS)-5-((1E,3E)-4-bromohexa-1,3-dienyl)hexahydrofuro[3,2-b]furan-2-yl]-3-trimethylsilanylprop-2-ynyl 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: 69.0%

: 1-[(2R,3aS,5R,6aS)-5-((1E,3E)-4-bromohexa-1,3-dienyl)hexahydrofuro[3,2-b]furan-2-yl]-3-trimethylsilanylprop-2-yn-1-ol

: 62-23-7
4-nitro-benzoic acid

: 951698-45-6
4-nitrobenzoic acid (R)-1-[(2R,3aS,5R,6aS)-5-((1E,3E)-4-bromohexa-1,3-dienyl)hexahydrofuro[3,2-b]furan-2-yl]-3-trimethylsilanylprop-2-ynyl ester

: 4-nitrobenzoic acid (S)-1-[(2R,3aS,5R,6aS)-5-((1E,3E)-4-bromohexa-1,3-dienyl)hexahydrofuro[3,2-b]furan-2-yl]-3-trimethylsilanylprop-2-ynyl ester

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1021/ol701797e

Reference yield:

: 951698-45-6
4-nitrobenzoic acid (R)-1-[(2R,3aS,5R,6aS)-5-((1E,3E)-4-bromohexa-1,3-dienyl)hexahydrofuro[3,2-b]furan-2-yl]-3-trimethylsilanylprop-2-ynyl ester

: 951698-43-4
2,4,6-triisopropylbenzenesulfonic acid (R)-1-[(2R,3aS,5R,6aS)-5-((1E,3E)-4-bromohexa-1,3-dienyl)hexahydrofuro[3,2-b]furan-2-yl]prop-2-ynyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent / K₂CO₃ / methanol / 1.5 h / 0 °C

2: 78 percent / DMAP / CH₂Cl₂ / 1.5 h / 20 °C

With dmap; potassium carbonate; In methanol; dichloromethane;
DOI:10.1021/ol701797e