5-hydroxy-7-phenyl-2-(phenylseleno)-6-heptynyl methyl carbonate

Base Information

Chemical Name:5-hydroxy-7-phenyl-2-(phenylseleno)-6-heptynyl methyl carbonate
CAS No.:163772-76-7
Molecular Formula:C₂₁H₂₂O₄Se
Molecular Weight:417.363
Hs Code.:

Synonyms:5-hydroxy-7-phenyl-2-(phenylseleno)-6-heptynyl methyl carbonate

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Chemical Property of 5-hydroxy-7-phenyl-2-(phenylseleno)-6-heptynyl methyl carbonate

Chemical Property:

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Technology Process of 5-hydroxy-7-phenyl-2-(phenylseleno)-6-heptynyl methyl carbonate

There total 7 articles about 5-hydroxy-7-phenyl-2-(phenylseleno)-6-heptynyl methyl carbonate 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%

: 163772-67-6
5-oxo-2-(phenylseleno)pentyl methyl carbonate

: 4440-01-1
lithium phenylacetylide

: 163772-76-7
5-hydroxy-7-phenyl-2-(phenylseleno)-6-heptynyl methyl carbonate

Guidance literature:: In tetrahydrofuran; at -78 ℃;
DOI:10.1039/c39950000319

Reference yield:

: 5707-04-0
Phenylselenyl chloride

: 163772-76-7
5-hydroxy-7-phenyl-2-(phenylseleno)-6-heptynyl methyl carbonate

Guidance literature:: Multi-step reaction with 6 steps

1.1: Et₂NH / hexane / 0.5 h / 0 °C

1.2: hexane; CH₂Cl₂ / 0.5 h / -78 °C

2.1: 1.890 g / NaBH₄ / methanol / 1 h / 0 °C

3.1: 84 percent / pyridine / CH₂Cl₂ / 1 h / 0 °C

4.1: 95 percent / TBAF; AcOH / tetrahydrofuran / 22 h

5.1: 67 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.33 h / -63 °C

6.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C

6.2: 69 percent / tetrahydrofuran; hexane / 0.75 h / -78 °C

With pyridine; sodium tetrahydroborate; n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; acetic acid; dimethyl sulfoxide; diethylamine; triethylamine; In tetrahydrofuran; methanol; hexane; dichloromethane; 5.1: Swern oxidation;
DOI:10.1021/jo001124x

Reference yield:

: 131216-47-2
5-(tert-butyldiphenylsilyloxy)pentanal

: 163772-76-7
5-hydroxy-7-phenyl-2-(phenylseleno)-6-heptynyl methyl carbonate

Guidance literature:: Multi-step reaction with 6 steps

1.1: Et₂NH / hexane / 0.5 h / 0 °C

1.2: hexane; CH₂Cl₂ / 0.5 h / -78 °C

2.1: 1.890 g / NaBH₄ / methanol / 1 h / 0 °C

3.1: 84 percent / pyridine / CH₂Cl₂ / 1 h / 0 °C

4.1: 95 percent / TBAF; AcOH / tetrahydrofuran / 22 h

5.1: 67 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.33 h / -63 °C

6.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C

6.2: 69 percent / tetrahydrofuran; hexane / 0.75 h / -78 °C

With pyridine; sodium tetrahydroborate; n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; acetic acid; dimethyl sulfoxide; diethylamine; triethylamine; In tetrahydrofuran; methanol; hexane; dichloromethane; 5.1: Swern oxidation;
DOI:10.1021/jo001124x