HCID 57018228, compound → HCID 57241412, compound

HRID 1743051Notes

Reaction equation

HRID 1743051 reaction equation
C([N:8]1[C@@H:12]([C@@H:13]([C:17](OC(C)(C)C)=[O:18])[C@H:14]([OH:16])[CH3:15])[CH2:11][CH2:10][C@H:9]1[C:24]([O:26][CH:27]([CH3:29])[CH3:28])=[O:25])C1C=CC=CC=1.C(N1[C@@H]([C@H](C(OC(C)(C)C)=O)[C@H](O)C)CC[C@H]1C(OC(C)C)=O)C1C=CC=CC=1.C1[C@@H]2CC(=O)N2CC1.C(N1[C@@H]([C@H](C(OC(C)(C)C)=O)[C@@H](O)C)CC[C@H]1C(OC(C)C)=O)C1C=CC=CC=1>>[OH:16][C@@H:14]([C@H:13]1[C:17](=[O:18])[N:8]2[C@H:9]([C:24]([O:26][CH:27]([CH3:29])[CH3:28])=[O:25])[CH2:10][CH2:11][C@H:12]12)[CH3:15]

Participants

5

Reactant 4

HCID 57018228HCID 57018228, compoundHCID 57137058HCID 57137058, compoundHCID 57171673HCID 57171673, compoundHCID 67790551HCID 67790551, compound

Product 1

HCID 57241412HCID 57241412, compound

Procedure

The residue was divided into three portions, and each portion was purified by a medium pressure silica gel column chromatography (Lobar size B, ethyl acetate-hexane 7:5→2:1). There were obtained a carbapenam ((6R,8R)-isomer, pale yellowish viscous liquid, 319 mg, 9.4%) derived from Compound 8a, and a mixture (76:24, pale yellowish viscous liquid, 2.06 g (containing about 5% of impurities), yield 58%. Yield of Compound S10 from Compound 8b was 75%) of Compound S10 and a carbapenam ((6S,8S)-isomer) derived from Compound 8c.

Sources & evidence

ORD record
ord-8c03222c235f4c33aa5f8cbaeee25d6c
Source dataset
uspto-grants-1994_08
Patent number
US05342963

Reaction notes

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