benzhydryl 6α-<3'-<(tert-butyldimethylsilyl)oxy>propynyl>-6β-(trifluoromethanesulfonato)penicillinate

Base Information

Chemical Name:benzhydryl 6α-<3'-<(tert-butyldimethylsilyl)oxy>propynyl>-6β-(trifluoromethanesulfonato)penicillinate
CAS No.:147486-94-0
Molecular Formula:C₃₁H₃₆F₃NO₇S₂Si
Molecular Weight:683.842
Hs Code.:

Synonyms:benzhydryl 6α-<3'-<(tert-butyldimethylsilyl)oxy>propynyl>-6β-(trifluoromethanesulfonato)penicillinate

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Chemical Property of benzhydryl 6α-<3'-<(tert-butyldimethylsilyl)oxy>propynyl>-6β-(trifluoromethanesulfonato)penicillinate

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Technology Process of benzhydryl 6α-<3'-<(tert-butyldimethylsilyl)oxy>propynyl>-6β-(trifluoromethanesulfonato)penicillinate

There total 5 articles about benzhydryl 6α-<3'-<(tert-butyldimethylsilyl)oxy>propynyl>-6β-(trifluoromethanesulfonato)penicillinate 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: 87.0%

: 358-23-6
trifluoromethylsulfonic anhydride

: 147486-92-8
benzhydryl 6α-<3'-<(tert-butyldimethylsilyl)oxy>propynyl>-6β-hydroxypenicillinate

: 147486-94-0
benzhydryl 6α-<3'-<(tert-butyldimethylsilyl)oxy>propynyl>-6β-(trifluoromethanesulfonato)penicillinate

Guidance literature:: With pyridine; In chloroform; Ambient temperature;
DOI:10.1021/jo00058a008

Reference yield:

: 15058-64-7
6-α-hydroxypenicillanic acid

: 147486-94-0
benzhydryl 6α-<3'-<(tert-butyldimethylsilyl)oxy>propynyl>-6β-(trifluoromethanesulfonato)penicillinate

Guidance literature:: Multi-step reaction with 4 steps

1: 42 percent / ethyl acetate; diethyl ether / 5 h / Ambient temperature

2: 97 percent / trifluoroacetic anhydride, dimethyl sulfoxide / CH₂Cl₂ / 1 h / -78 °C

4: 87 percent / pyridine / CHCl₃ / Ambient temperature

With pyridine; dimethyl sulfoxide; trifluoroacetic anhydride; In diethyl ether; dichloromethane; chloroform; ethyl acetate;
DOI:10.1021/jo00058a008

Reference yield:

: 551-16-6
6-Aminopenicillanic Acid

: 147486-94-0
benzhydryl 6α-<3'-<(tert-butyldimethylsilyl)oxy>propynyl>-6β-(trifluoromethanesulfonato)penicillinate

Guidance literature:: Multi-step reaction with 5 steps

1: 32 percent / 70percent HClO₄, NaNO₂ / H₂O / 0.33 h / -5 - 0 °C

2: 42 percent / ethyl acetate; diethyl ether / 5 h / Ambient temperature

3: 97 percent / trifluoroacetic anhydride, dimethyl sulfoxide / CH₂Cl₂ / 1 h / -78 °C

5: 87 percent / pyridine / CHCl₃ / Ambient temperature

With pyridine; perchloric acid; dimethyl sulfoxide; trifluoroacetic anhydride; sodium nitrite; In diethyl ether; dichloromethane; chloroform; water; ethyl acetate;
DOI:10.1021/jo00058a008