Triethylamine → HCID 57034122, compound

HRID 27238Notes

Reaction equation

HRID 27238 reaction equation
[CH3:1][C:2](=C)[C@@H:3]([N:20]1[C:26](=[O:27])[C@H:25]2[C@@H:21]1[O:22][C:23]([CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)=[N:24]2)[C:4]([O:6][CH:7]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:5].C(N(CC)CC)C>C(Cl)Cl>[C:8]1([CH:7]([O:6][C:4](=[O:5])[C:3]([N:20]2[C:26](=[O:27])[C@H:25]3[C@@H:21]2[O:22][C:23]([CH2:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)=[N:24]3)=[CH:2][CH3:1])[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 8471TriethylamineHCID 12911988HCID 12911988, compound

Product 1

HCID 57034122HCID 57034122, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In a manner similar to the above (1), a solution of 75 mg of diphenylmethyl (2R)-3-methyl-2-[(1R,5S)-3-benzyl-7-oxo-4-oxa-2,6-diazabicyclo[3,2,0]hept-2-en-6-yl]-3-butenoate in 5 ml of methylene chloride is stirred at room temperature for 1 hour in the presence of 0.03 ml of triethylamine to afford diphenylmethyl-2-[(1R,5S)-3-benzyl-7-oxo-4-oxa-2,6-diazabicyclo[3,2,0]hept-2-en-6-yl]-2-butenoate in 95% yield. mp. 104.5°-106° C.

Sources & evidence

ORD record
ord-ff09fdc29e4f4c26979523849695b873
Source dataset
uspto-grants-1980_09
Patent number
US04220766

Reaction notes

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