Synthetic studies of carbapenem and penem antibiotics. III. A synthesis of a key intermediate for 1β-methylcarbapenem

DOI: 10.1248/cpb.40.1098

Source and publish data:

Chemical and Pharmaceutical Bulletin p. 1098 - 1104 (1992)

Update date:2022-08-04

Topics:

Authors:

Sasaki Sasaki

Matsumura

Yano Yano

Takata Takata

Sunagawa

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Article abstract of DOI:10.1248/cpb.40.1098

We synthesized useful intermediates 5 and 6 for 1β- and 1α-methylcarbapenems from 4-carboxy-3-[(R)-1-hydroxyethyl]-2-azetidinone 4 as a starting material by using stereoselective hydrogenation and hydroboration, respectively. A practical synthetic route from 4 to the (3S,4S)-4-[(R)-1-carboxyethyl]-3-[(R)-1-hydroxyethyl]-2-azetidinone derivative 1, a useful intermediate for the synthesis of 1β-methylcarbapenem antibiotics, was established.

Full text of DOI:10.1248/cpb.40.1098

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