HCID 10485849, compound → HCID 9987596, compound

HRID 2260763Notes

Reaction equation

HRID 2260763 reaction equation
[NH:1](C(OCC1C=CC=CC=1)=O)[CH2:2][C:3]([NH:5][CH2:6][C:7]([NH:9][CH2:10][C:11]([NH:13][C@H:14]([C:24]([NH:26][C@H:27]([C:35]([NH:37][C@H:38]([C:46]([O:48][C:49]([CH3:52])([CH3:51])[CH3:50])=[O:47])[C@@H:39]([CH3:45])[O:40][C:41]([CH3:44])([CH3:43])[CH3:42])=[O:36])[C@@H:28]([CH3:34])[O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:25])[CH2:15][CH2:16][C:17](=[O:23])[O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:12])=[O:8])=[O:4]>CO.[H][H].[C].[Pd]>[NH2:1][CH2:2][C:3]([NH:5][CH2:6][C:7]([NH:9][CH2:10][C:11]([NH:13][C@H:14]([C:24]([NH:26][C@H:27]([C:35]([NH:37][C@H:38]([C:46]([O:48][C:49]([CH3:50])([CH3:51])[CH3:52])=[O:47])[C@@H:39]([CH3:45])[O:40][C:41]([CH3:44])([CH3:43])[CH3:42])=[O:36])[C@@H:28]([CH3:34])[O:29][C:30]([CH3:31])([CH3:32])[CH3:33])=[O:25])[CH2:15][CH2:16][C:17](=[O:23])[O:18][C:19]([CH3:21])([CH3:22])[CH3:20])=[O:12])=[O:8])=[O:4]

Participants

5

Reactant 1

HCID 10485849HCID 10485849, compound

Product 1

HCID 9987596HCID 9987596, compound

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

Z-Gly-Gly-Gly-Glu(OtBu)-Thr(tBu)-Thr(tBu)-OtBu (SEQ ID No. 12) (1.97 g, 2.24 mmol) obtained in Example 4-IV) was dissolved in methanol (60 ml). To the solution was added 10% palladium-carbon (120 mg), and the mixture was stirred for 2 hours in hydrogen streams at 20° C. under 1 atom. The catalyst was removed, then the solvent was distilled off to leave H-Gly-Gly-Gly-Glu(OtBu)-Thr(tBu)-Thr(tBu)-OtBu (SEQ ID No. 81) as a solid product.

Workup

  1. customThe catalyst was removed
  2. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-7279c8349e894507818c50ff735ab635
Source dataset
uspto-grants-1995_12
Patent number
US05478809

Reaction notes

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