(1′S,5R)-5-{1′-[(tert-butyldiphenylsilyl)oxy]-2′-oxoethyl}-3H,5H-furan-2-one

Base Information

Chemical Name:(1′S,5R)-5-{1′-[(tert-butyldiphenylsilyl)oxy]-2′-oxoethyl}-3H,5H-furan-2-one
CAS No.:1431388-78-1
Molecular Formula:C₂₂H₂₆O₄Si
Molecular Weight:382.532
Hs Code.:

Synonyms:(1′S,5R)-5-{1′-[(tert-butyldiphenylsilyl)oxy]-2′-oxoethyl}-3H,5H-furan-2-one

Suppliers and Price of (1′S,5R)-5-{1′-[(tert-butyldiphenylsilyl)oxy]-2′-oxoethyl}-3H,5H-furan-2-one

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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 (1′S,5R)-5-{1′-[(tert-butyldiphenylsilyl)oxy]-2′-oxoethyl}-3H,5H-furan-2-one

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Technology Process of (1′S,5R)-5-{1′-[(tert-butyldiphenylsilyl)oxy]-2′-oxoethyl}-3H,5H-furan-2-one

There total 2 articles about (1′S,5R)-5-{1′-[(tert-butyldiphenylsilyl)oxy]-2′-oxoethyl}-3H,5H-furan-2-one 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: 99.0%

: 1431388-77-0
(1′R,5R)-5-{1′-[(tert-butyldiphenylsilyl)oxy]-2′-(hydroxy)ethyl}-3H,5H-furan-2-one

: 1431388-78-1
(1′S,5R)-5-{1′-[(tert-butyldiphenylsilyl)oxy]-2′-oxoethyl}-3H,5H-furan-2-one

Guidance literature:: With TEMPOL; [bis(acetoxy)iodo]benzene; In dichloromethane; at 20 ℃; for 6h;
DOI:10.1055/s-0032-1318113

Reference yield:

: 1431388-76-9
(1′R,5R)-5-{1′-[(tert-butyldiphenylsilyl)oxy]-2′-(hydroxy)ethyl}-5H-furan-2-one

: 1431388-78-1
(1′S,5R)-5-{1′-[(tert-butyldiphenylsilyl)oxy]-2′-oxoethyl}-3H,5H-furan-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: hydrogen; palladium 10% on activated carbon / methanol / 72 h / 20 °C

2: [bis(acetoxy)iodo]benzene; TEMPOL / dichloromethane / 6 h / 20 °C

With TEMPOL; [bis(acetoxy)iodo]benzene; palladium 10% on activated carbon; hydrogen; In methanol; dichloromethane;
DOI:10.1055/s-0032-1318113

Reference yield:

: 1431388-78-1
(1′S,5R)-5-{1′-[(tert-butyldiphenylsilyl)oxy]-2′-oxoethyl}-3H,5H-furan-2-one

: 852203-52-2
(1′R,5R)-5-{1′-[(tert-butyldiphenylsilyl)oxy]tridecanyl}-3H,5H-furan-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / 0 °C

1.2: 1.5 h / 0 °C

2.1: hydrogen; palladium 10% on activated carbon / methanol

With n-butyllithium; palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; methanol; hexane; 1.1: |Wittig Olefination;
DOI:10.1055/s-0032-1318113