2-<6β-(tert-butyldimethylsiloxy)-2β-hydroxy-5α-(phenylseleno)cyclohept-1β-yl>acetic acid lactone

Base Information

Chemical Name:2-<6β-(tert-butyldimethylsiloxy)-2β-hydroxy-5α-(phenylseleno)cyclohept-1β-yl>acetic acid lactone
CAS No.:80263-54-3
Molecular Formula:C₂₁H₃₂O₃SeSi
Molecular Weight:439.529
Hs Code.:

Synonyms:2-<6β-(tert-butyldimethylsiloxy)-2β-hydroxy-5α-(phenylseleno)cyclohept-1β-yl>acetic acid lactone

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Chemical Property of 2-<6β-(tert-butyldimethylsiloxy)-2β-hydroxy-5α-(phenylseleno)cyclohept-1β-yl>acetic acid lactone

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Technology Process of 2-<6β-(tert-butyldimethylsiloxy)-2β-hydroxy-5α-(phenylseleno)cyclohept-1β-yl>acetic acid lactone

There total 7 articles about 2-<6β-(tert-butyldimethylsiloxy)-2β-hydroxy-5α-(phenylseleno)cyclohept-1β-yl>acetic acid lactone 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: 98.0%

: 80263-53-2
2-<2β,6β-dihydroxy-5α-(phenylseleno)cyclohept-1β-yl>acetic acid γ-lactone

: 18162-48-6
tert-butyldimethylsilyl chloride

: 80263-54-3
2-<6β-(tert-butyldimethylsiloxy)-2β-hydroxy-5α-(phenylseleno)cyclohept-1β-yl>acetic acid lactone

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 25 ℃; for 12h;
DOI:10.1021/jo00343a018

Reference yield:

: 34837-55-3
Phenylselenyl bromide

: 80263-54-3
2-<6β-(tert-butyldimethylsiloxy)-2β-hydroxy-5α-(phenylseleno)cyclohept-1β-yl>acetic acid lactone

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) Br₂, 2.) Et₃N / CH₂Cl₂ / 60 h / -78 - -20 °C

2: 83 percent / lithium tri-tert-butoxyaluminum hydride / tetrahydrofuran / 1 h / -10 °C

3: 98 percent / imidazole / dimethylformamide / 12 h / 25 °C

With 1H-imidazole; lithium tri(t-butoxy)aluminum hydride; bromine; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00343a018

Reference yield:

: 1666-13-3
diphenyl diselenide

: 80263-54-3
2-<6β-(tert-butyldimethylsiloxy)-2β-hydroxy-5α-(phenylseleno)cyclohept-1β-yl>acetic acid lactone

Guidance literature:: Multi-step reaction with 4 steps

1: Br₂ / CH₂Cl₂

2: 1.) Br₂, 2.) Et₃N / CH₂Cl₂ / 60 h / -78 - -20 °C

3: 83 percent / lithium tri-tert-butoxyaluminum hydride / tetrahydrofuran / 1 h / -10 °C

4: 98 percent / imidazole / dimethylformamide / 12 h / 25 °C

With 1H-imidazole; lithium tri(t-butoxy)aluminum hydride; bromine; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00343a018