Diphosgene → HCID 67771423, compound

HRID 1720516Notes

Reaction equation

HRID 1720516 reaction equation
[F:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][NH2:7])=[CH:4][CH:3]=1.ClC(OC(Cl)(Cl)Cl)=O.C([O:22][C:23]([N:25]1[CH2:47][CH2:46][CH2:45][C@H:26]1[C:27]([N:29]1[CH2:33][CH2:32][CH2:31][C@H:30]1[CH:34]([OH:44])[CH2:35][O:36][C:37]1[CH:42]=[CH:41][C:40]([F:43])=[CH:39][CH:38]=1)=[O:28])=O)(C)(C)C>>[F:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][NH:7][C:23]([N:25]2[CH2:47][CH2:46][CH2:45][C@H:26]2[C:27]([N:29]2[CH2:33][CH2:32][CH2:31][C@H:30]2[CH:34]([OH:44])[CH2:35][O:36][C:37]2[CH:38]=[CH:39][C:40]([F:43])=[CH:41][CH:42]=2)=[O:28])=[O:22])=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 10426DiphosgeneHCID 673264-FluorobenzylamineHCID 67771616HCID 67771616, compound

Product 1

HCID 67771423HCID 67771423, compound

Procedure

By the same procedure as in Example 28-B), while using 4-fluorobenzylamine (0.54 ml), trichloromethyl chloroformate (0.28 ml) and (2S)-1-[N-(tert-butoxycarbonyl)-L-prolyl]-2-[2-(4-fluorophenoxy)-1-hydroxyethyl]pyrrolidine (1.85 g), there was obtained 1.38 g of the title compound.

Sources & evidence

ORD record
ord-2750883772fa4033a81a965f7d4fdac4
Source dataset
uspto-grants-1996_04
Patent number
US05506256

Reaction notes

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