(2S,4R)-4-[4'-(tert-butyldiphenylsilyloxy)butyl]-2-methyl-γ-butyrolactone

Base Information

Chemical Name:(2S,4R)-4-[4'-(tert-butyldiphenylsilyloxy)butyl]-2-methyl-γ-butyrolactone
CAS No.:946408-89-5
Molecular Formula:C₂₅H₃₄O₃Si
Molecular Weight:410.629
Hs Code.:

Synonyms:(2S,4R)-4-[4'-(tert-butyldiphenylsilyloxy)butyl]-2-methyl-γ-butyrolactone

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,4R)-4-[4'-(tert-butyldiphenylsilyloxy)butyl]-2-methyl-γ-butyrolactone

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Technology Process of (2S,4R)-4-[4'-(tert-butyldiphenylsilyloxy)butyl]-2-methyl-γ-butyrolactone

There total 6 articles about (2S,4R)-4-[4'-(tert-butyldiphenylsilyloxy)butyl]-2-methyl-γ-butyrolactone 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: 88.0%

: (4R)-8-tert-butyldiphenylsilyloxy-2-methyl-1,4-octanediol

: 946408-89-5
(2S,4R)-4-[4'-(tert-butyldiphenylsilyloxy)butyl]-2-methyl-γ-butyrolactone

Guidance literature:: With 2,2,6,6-tetramethyl-piperidine-N-oxyl; [bis(acetoxy)iodo]benzene; In dichloromethane; water; at 23 ℃; for 2h;
DOI:10.1021/ol0707259

Reference yield:

: 946408-87-3
(4R)-8-tert-butyldiphenylsilyloxy-1-octen-4-ol

: 946408-89-5
(2S,4R)-4-[4'-(tert-butyldiphenylsilyloxy)butyl]-2-methyl-γ-butyrolactone

Guidance literature:: Multi-step reaction with 2 steps

1.1: dichloromethane / -78 - 23 °C

1.2: methylaluminoxane; (+)-(NMI)2ZrCl₂ / 15 / 23 °C

1.3: oxygen / 15 / 7 h / 23 °C

2.1: 2,2,6,6-tetramethyl-piperidine-N-oxyl; [bis(acetoxy)iodo]benzene / dichloromethane; water / 2 h / 23 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; [bis(acetoxy)iodo]benzene; In dichloromethane; water;
DOI:10.1021/ol0707259

Reference yield:

: 111-29-5
1 ,5-pentanediol

: 946408-89-5
(2S,4R)-4-[4'-(tert-butyldiphenylsilyloxy)butyl]-2-methyl-γ-butyrolactone

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 3 h / 23 °C

2.1: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / -78 - 23 °C

3.1: (-)-Ipc₂B(OMe) / diethyl ether / -78 - 23 °C

3.2: 2 / -78 - 23 °C

3.3: H₂O₂; NaOH / 2 / 23 °C

4.1: dichloromethane / -78 - 23 °C

4.2: methylaluminoxane; (+)-(NMI)2ZrCl₂ / 15 / 23 °C

4.3: oxygen / 15 / 7 h / 23 °C

5.1: 2,2,6,6-tetramethyl-piperidine-N-oxyl; [bis(acetoxy)iodo]benzene / dichloromethane; water / 2 h / 23 °C

With 1H-imidazole; 2,2,6,6-tetramethyl-piperidine-N-oxyl; oxalyl dichloride; [bis(acetoxy)iodo]benzene; dimethyl sulfoxide; triethylamine; In diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; 2.1: Swern oxidation / 3.2: Brown allylboration;
DOI:10.1021/ol0707259