allyl 6α-<<(p-chlorophenyl)sulfenyl>ethynyl>-6β-(methanesulfonato)penicillinate

Base Information

Chemical Name:allyl 6α-<<(p-chlorophenyl)sulfenyl>ethynyl>-6β-(methanesulfonato)penicillinate
CAS No.:147486-88-2
Molecular Formula:C₂₀H₂₀ClNO₆S₃
Molecular Weight:502.033
Hs Code.:

Synonyms:allyl 6α-<<(p-chlorophenyl)sulfenyl>ethynyl>-6β-(methanesulfonato)penicillinate

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Chemical Property of allyl 6α-<<(p-chlorophenyl)sulfenyl>ethynyl>-6β-(methanesulfonato)penicillinate

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Technology Process of allyl 6α-<<(p-chlorophenyl)sulfenyl>ethynyl>-6β-(methanesulfonato)penicillinate

There total 4 articles about allyl 6α-<<(p-chlorophenyl)sulfenyl>ethynyl>-6β-(methanesulfonato)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: 63.0%

: 124-63-0
methanesulfonyl chloride

: 147486-87-1
allyl 6α-<<(p-chlorophenyl)sulfenyl>ethynyl>-6β-hydroxypenicillinate

: 147486-88-2
allyl 6α-<<(p-chlorophenyl)sulfenyl>ethynyl>-6β-(methanesulfonato)penicillinate

Guidance literature:: With pyridine; for 4h; Ambient temperature;
DOI:10.1021/jo00058a008

Reference yield:

: 551-16-6
6-Aminopenicillanic Acid

: 147486-88-2
allyl 6α-<<(p-chlorophenyl)sulfenyl>ethynyl>-6β-(methanesulfonato)penicillinate

Guidance literature:: Multi-step reaction with 4 steps

2: 98 percent / trifluoroacetic anhydride, dimethyl sulfoxide / CH₂Cl₂ / 1 h / -78 °C

4: 63 percent / pyridine / 4 h / Ambient temperature

With pyridine; dimethyl sulfoxide; trifluoroacetic anhydride; In dichloromethane;
DOI:10.1021/jo00058a008

Reference yield:

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

: 147486-88-2
allyl 6α-<<(p-chlorophenyl)sulfenyl>ethynyl>-6β-(methanesulfonato)penicillinate

Guidance literature:: Multi-step reaction with 4 steps

1: 1) Et₃N / 1) DMF, 0 deg C, 15 min, 2) rt, overnight

2: 98 percent / trifluoroacetic anhydride, dimethyl sulfoxide / CH₂Cl₂ / 1 h / -78 °C

4: 63 percent / pyridine / 4 h / Ambient temperature

With pyridine; dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride; In dichloromethane;
DOI:10.1021/jo00058a008