N,N,N',N',N'',N''-Hexamethylmethanetriamine → HCID 53984045, compound

HRID 2164322Notes

Reaction equation

HRID 2164322 reaction equation
CN([CH:4]([N:8]([CH3:10])[CH3:9])N(C)C)C.[CH3:11][O:12][P:13]([NH:17][CH:18]1[C:25](=[O:26])[N:24]2[CH:19]1[S:20][CH2:21][C:22]([CH3:40])=[C:23]2[C:27]([O:29][CH2:30][C:31]1[CH:36]=[CH:35][C:34]([N+:37]([O-:39])=[O:38])=[CH:33][CH:32]=1)=[O:28])([O:15][CH3:16])=[O:14]>>[CH3:11][O:12][P:13]([NH:17][CH:18]1[C:25](=[O:26])[N:24]2[CH:19]1[S:20][CH2:21][C:22]([CH:40]=[CH:4][N:8]([CH3:9])[CH3:10])=[C:23]2[C:27]([O:29][CH2:30][C:31]1[CH:32]=[CH:33][C:34]([N+:37]([O-:39])=[O:38])=[CH:35][CH:36]=1)=[O:28])([O:15][CH3:16])=[O:14]

Participants

3

Reactant 2

HCID 79831N,N,N',N',N'',N''-HexamethylmethanetriamineHCID 20406364HCID 20406364, compound

Product 1

HCID 53984045HCID 53984045, compound

Procedure

By following the procedure of Example 3, but replacing the bis-dimethylamino-t-butoxymethane by trisdimethylaminomethane (1.75 cc) and starting from 7-dimethoxyphosphorylamino-3-methyl-2-(4-nitrobenzyloxycarbonyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene (2.3 g), 7-dimethoxyphosphorylamino-3-(2-dimethylaminovinyl)-2-(4-nitrobenzyloxycarbonyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene (E isomer) (1.5 g) is obtained in the form of an orange crystalline powder, m.p.=236°-237° C. An analytically pure sample is obtained by recrystallisation from acetonitrile: yellow crystals, m.p.=252°-253° C.

Sources & evidence

ORD record
ord-51696d8011974ebca465625076e92f2f
Source dataset
uspto-grants-1985_03
Patent number
US04503220

Reaction notes

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