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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1660376Generated: November 1, 2026

Diazomethane → 7-tert.-Butoxycarbonylamino-2-methoxycarbonyl-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene

https://huagongshe.com/reaction/1660376

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiazomethaneHCID 9550—
Reactant7-tert.-Butoxycarbonylamino-2-carboxy-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-eneHCID 12896758—
SolventDiethyl EtherHCID 3283—
Product7-tert.-Butoxycarbonylamino-2-methoxycarbonyl-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-eneHCID 12896764—

Reaction Steps

7-tert.-Butoxycarbonylamino-2-methoxycarbonyl-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-end can be prepared by esterifying 7-tert.-butoxycarbonylamino-2-carboxy-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene (16.7 g) (described in Example 1) with a solution of diazomethane in ether, according to the method of R. B. Morin, et al., J. Amer. Soc., 91(6), 1401 (1969). 7-tert.-Butoxycarbonylamino-2-methoxycarbonyl-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene (13.6 g) is obtained in the form of white crystals (m.p.=148° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04307233
Source datasetuspto-grants-1981_12
ORD IDord-4176ba7f9d7b4fc0818e81fac2f5b3e3
Source noteuspto-grants-1981_12