HCID 178512174, compound → HCID 178476721, compound

HRID 1196300Notes

Reaction equation

HRID 1196300 reaction equation
[NH:1](C(OCC1C=CC=CC=1)=O)[C@H:2]([C:7]([NH:9][C@H:10]([C:20]([N:22]1[CH2:50][CH2:49][CH2:48][C@@H:23]1[C:24]([NH:26][C@H:27]([C:38]([O:40]CC1C=CC=CC=1)=[O:39])[CH2:28][CH2:29][CH2:30][NH:31][C:32](=[NH:37])[NH:33][N+]([O-])=O)=[O:25])=[O:21])[CH2:11][O:12]CC1C=CC=CC=1)=[O:8])[CH2:3][C:4](=[O:6])[NH2:5]>[C].[Pd]>[NH2:1][C@H:2]([C:7]([NH:9][C@H:10]([C:20]([N:22]1[CH2:50][CH2:49][CH2:48][C@@H:23]1[C:24]([NH:26][C@H:27]([C:38]([OH:40])=[O:39])[CH2:28][CH2:29][CH2:30][NH:31][C:32](=[NH:33])[NH2:37])=[O:25])=[O:21])[CH2:11][OH:12])=[O:8])[CH2:3][C:4](=[O:6])[NH2:5].[CH3:27][C:38]([OH:40])=[O:39]

Participants

3

Reactant 1

HCID 178512174HCID 178512174, compound

Product 1

HCID 178476721HCID 178476721, compound

Reagents, catalysts & solvents 1

HCID 178418390HCID 178418390, compoundCatalyst

Procedure

100 mg of Z-Asn-Ser(Bzl)-D-Pro-Arg(NO2)-OBzl was reduced in the presence of palladium-carbon in the same manner as in Example 7-(4). The resulting product was purified by high-performance liquid chromatography at 12 ml/min.(flow rate), 0 to 10% (B) 20 min. linear gradient (A) (mobile phase), subjected to Dowex 1×2 (acetate type) treatment and freeze-dried to obtain the desired compound.

Workup

  1. customThe resulting product was purified by high-performance liquid chromatography at 12 ml/min.(flow rate), 0 to 10% (B) 20 min. linear gradient (A) (mobile phase)
  2. customfreeze-dried

Sources & evidence

ORD record
ord-50109c89f9b14ac994c1dc35f55af965
Source dataset
uspto-grants-1992_05
Patent number
US05112947

Reaction notes

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