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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2412412Generated: October 31, 2026

(6R)-7-amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid → HCID 131714078, compound

https://huagongshe.com/reaction/2412412

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(6R)-7-amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidHCID 13475828—
Reactant6-Chloro-α-(methoxyimino)benzo[b]thiophene-3-acetic acidHCID 54197663—
ProductHCID 131714078HCID 1317140787,959.2%

Reaction Steps

Following the general procedure of Example 36, 2.8 g (10.39 mM) of α-methoxyimino-α-(6-chloro-3-benzothienyl)acetic acid were converted to the acid chloride and reacted with 2.33 g (10.91 mM) of 7-amino-3-methyl-3-cephem-4-carboxylic acid to provide 385 g (80% yield) of 7-[α-methoxyimino-α-(6-chloro-3-benzothienyl)acetamido]-3-methyl-3-cephem-4-carboxylic acid. NMR (CDCl3): δ 2.02 and 2.21 (two s, 3H); δ 3.1-3.85 (m, 2H); δ 4.01 (s, 3H); δ 5.06 (d, 1H); δ 5.86 (dd, 1H); δ 7.2-7.8 (m, 4H); δ 8.3-8.7 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04492693
Source datasetuspto-grants-1985_01
ORD IDord-770f6787723d49738037c91aeb1cc956
Source noteuspto-grants-1985_01