2-<2-isopropenyl-7-(tert-butyldimethylsilyloxy)-5-heptynyl>-3-carbo-tert-butoxy-5-formylfuran

Base Information

Chemical Name:2-<2-isopropenyl-7-(tert-butyldimethylsilyloxy)-5-heptynyl>-3-carbo-tert-butoxy-5-formylfuran
CAS No.:244058-00-2
Molecular Formula:C₃₆H₄₄O₅Si
Molecular Weight:584.828
Hs Code.:

Synonyms:2-<2-isopropenyl-7-(tert-butyldimethylsilyloxy)-5-heptynyl>-3-carbo-tert-butoxy-5-formylfuran

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Chemical Property of 2-<2-isopropenyl-7-(tert-butyldimethylsilyloxy)-5-heptynyl>-3-carbo-tert-butoxy-5-formylfuran

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Technology Process of 2-<2-isopropenyl-7-(tert-butyldimethylsilyloxy)-5-heptynyl>-3-carbo-tert-butoxy-5-formylfuran

There total 5 articles about 2-<2-isopropenyl-7-(tert-butyldimethylsilyloxy)-5-heptynyl>-3-carbo-tert-butoxy-5-formylfuran 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: 94.0%

: 244057-98-5
2-<2-isopropenyl-7-(tert-butyldimethylsilyloxy)-5-heptynyl>-3-carbo-tert-butoxy-5-(hydroxymethyl)furan

: 244058-00-2
2-<2-isopropenyl-7-(tert-butyldimethylsilyloxy)-5-heptynyl>-3-carbo-tert-butoxy-5-formylfuran

Guidance literature:: With Dess-Martin periodane; In dichloromethane; for 0.5h; Ambient temperature;
DOI:10.1021/jo990376z

Reference yield:

: 540-88-5
acetic acid tert-butyl ester

: 244058-00-2
2-<2-isopropenyl-7-(tert-butyldimethylsilyloxy)-5-heptynyl>-3-carbo-tert-butoxy-5-formylfuran

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / LiN(TMS)2 / tetrahydrofuran / 1.) -78 deg C, 1 h, 2.) -78 deg C to room temperature

2: 2.) PPTS / 1.) room temperature, 96 h, 2.) EtOH, 80 deg C, 35 min

3: 94 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / Ambient temperature

With pyridinium p-toluenesulfonate; Dess-Martin periodane; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo990376z

Reference yield:

: 213328-01-9
8-(tert-butyl-diphenyl-silanyloxy)-2-methyl-oct-2-en-6-yn-1-ol

: 244058-00-2
2-<2-isopropenyl-7-(tert-butyldimethylsilyloxy)-5-heptynyl>-3-carbo-tert-butoxy-5-formylfuran

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / propionic acid / 16 h / Heating

2: 88 percent / LiN(TMS)2 / tetrahydrofuran / 1.) -78 deg C, 1 h, 2.) -78 deg C to room temperature

3: 2.) PPTS / 1.) room temperature, 96 h, 2.) EtOH, 80 deg C, 35 min

4: 94 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / Ambient temperature

With pyridinium p-toluenesulfonate; Dess-Martin periodane; propionic acid; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo990376z