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

Base Information

Chemical Name: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
CAS No.:951698-43-4
Molecular Formula:C₃₀H₄₁BrO₅S
Molecular Weight:593.623
Hs Code.:

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 3 articles about 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 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: 78.0%

: 951698-46-7
(R)-1-[(2R,3aS,5R,6aS)-5-((1E,3E)-4-bromohexa-1,3-dienyl)hexahydrofuro[3,2-b]furan-2-yl]prop-2-yn-1-ol

: 6553-96-4
2,4,6-triisopropylphenylsulfonyl chloride

: 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:: With dmap; In dichloromethane; at 20 ℃; for 1.5h;
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

Reference yield:

: 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

: 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 3 steps

1: 69 percent / Ph₃P; DIAD / tetrahydrofuran / 1 h / 20 °C

2: 92 percent / K₂CO₃ / methanol / 1.5 h / 0 °C

3: 78 percent / DMAP / CH₂Cl₂ / 1.5 h / 20 °C

With dmap; di-isopropyl azodicarboxylate; potassium carbonate; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; 1: Mitsunobu reaction;
DOI:10.1021/ol701797e