Propylene Oxide → HCID 88599654, compound

HRID 868300Notes

Reaction equation

HRID 868300 reaction equation
[NH2:1][C@@H:2]1[C:30](=[O:31])[N:4]2[C:5]([C:17]([O:19]CC3C=CC([N+]([O-])=O)=CC=3)=[O:18])=[C:6]([O:9][S:10]([C:13]([F:16])([F:15])[F:14])(=[O:12])=[O:11])[CH2:7][CH2:8][C@H:3]12.[S:32]1[CH:36]=[CH:35][CH:34]=[C:33]1[CH2:37][C:38](Cl)=[O:39].C1OC1C>C(Cl)Cl>[S:32]1[CH:36]=[CH:35][CH:34]=[C:33]1[CH2:37][C:38]([NH:1][C@@H:2]1[C:30](=[O:31])[N:4]2[C:5]([C:17]([OH:19])=[O:18])=[C:6]([O:9][S:10]([C:13]([F:16])([F:15])[F:14])(=[O:11])=[O:12])[CH2:7][CH2:8][C@H:3]12)=[O:39]

Participants

5

Reactant 3

HCID 6378Propylene OxideHCID 1623622-Thiopheneacetyl chlorideHCID 88599658HCID 88599658, compound

Product 1

HCID 88599654HCID 88599654, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

p-Nitrobenzyl 7β-amino-3-trifluoromethylsulfonyloxy-1-carba-3-cephem-4-carboxylate is acylated in methylene chloride with 2-thienylacetyl chloride in the presence of propylene oxide and then is deesterified to provide the title compound.

Sources & evidence

ORD record
ord-5239ad7f14764d9d8e11526663fea049
Source dataset
uspto-grants-1988_10
Patent number
US04778884

Reaction notes

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