6α-<(S)-methoxy(trimethylsilyl)methyl>-6β-hydroxypenicillanic acid benzyl ester

Base Information

Chemical Name:6α-<(S)-methoxy(trimethylsilyl)methyl>-6β-hydroxypenicillanic acid benzyl ester
CAS No.:93756-62-8
Molecular Formula:C₂₀H₂₉NO₅SSi
Molecular Weight:423.605
Hs Code.:

Synonyms:6α-<(S)-methoxy(trimethylsilyl)methyl>-6β-hydroxypenicillanic acid benzyl ester

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Chemical Property of 6α-<(S)-methoxy(trimethylsilyl)methyl>-6β-hydroxypenicillanic acid benzyl ester

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Technology Process of 6α-<(S)-methoxy(trimethylsilyl)methyl>-6β-hydroxypenicillanic acid benzyl ester

There total 1 articles about 6α-<(S)-methoxy(trimethylsilyl)methyl>-6β-hydroxypenicillanic acid benzyl ester 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:

: 14704-14-4
(methoxymethyl)trimethylsilane

: 39126-59-5
6-oxopenicillanic acid benzyl ester

: 93756-62-8
6α-<(S)-methoxy(trimethylsilyl)methyl>-6β-hydroxypenicillanic acid benzyl ester

Guidance literature:: With sec.-butyllithium; Yield given. Multistep reaction. Yields of byproduct given; 1.) THF, cyclohexane, -23 deg C, 15 min, 2.) -78 deg C, 3 h;
DOI:10.1021/jo00201a004

Reference yield: 85.0%

: 108-24-7
acetic anhydride

: 93756-62-8
6α-<(S)-methoxy(trimethylsilyl)methyl>-6β-hydroxypenicillanic acid benzyl ester

: 93756-63-9
6α-<(S)-methoxy(trimethylsilyl)methyl>-6β-acetoxypenicillanic acid benzyl ester

Guidance literature:: With dmap; triethylamine; at 25 ℃; for 4h;
DOI:10.1021/jo00201a004

Reference yield:

: 93756-62-8
6α-<(S)-methoxy(trimethylsilyl)methyl>-6β-hydroxypenicillanic acid benzyl ester

: 93756-58-2
6-<(Z)-methoxymethylene>penicillanic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / Et₃N, 4-(dimethylamino)pyridine / 4 h / 25 °C

2: CsF / dimethylsulfoxide / 2 h / 80 °C

With dmap; triethylamine; cesium fluoride; In dimethyl sulfoxide;
DOI:10.1021/jo00201a004