Acetyl chloride → HCID 178475063, compound

HRID 1648385Notes

Reaction equation

HRID 1648385 reaction equation
C([Cl:4])(=O)C.[NH:5]([C:34]([CH3:36])=[O:35])[C@@H:6]([C:14]([N:16]1[CH2:33][CH2:32][CH2:31][C@H:17]1[C:18]([NH:20][C@H:21]([CH:29]=[O:30])[CH2:22][CH2:23][CH2:24][NH:25][C:26](=[NH:28])[NH2:27])=[O:19])=[O:15])[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.Cl.O.O>>[ClH:4].[C:34]([NH:5][C@@H:6]([C:14]([N:16]1[CH2:33][CH2:32][CH2:31][C@H:17]1[C:18]([NH:20][C@H:21]([CH:29]=[O:30])[CH2:22][CH2:23][CH2:24][NH:25][C:26](=[NH:27])[NH2:28])=[O:19])=[O:15])[CH2:7][C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)(=[O:35])[CH3:36]

Participants

3

Reactant 2

HCID 6367Acetyl chlorideHCID 178475064HCID 178475064, compound

Product 1

HCID 178475063HCID 178475063, compound

Procedure

By methods substantially equivalent to those described in Example 51, using acetyl chloride in place of MeSO2Cl , 210 mg of Ac-D-Phe-Pro-Arg-H.HCl dihydrate was prepared. Ac-D-Phe-Pro-Arg-H.HCl was purified by RPHPLC (95/5 (A/B), 80 min; ramp to 75/25 (A/B), 320 min; hold to 360 min).

Workup

  1. customwas prepared
  2. customAc-D-Phe-Pro-Arg-H.HCl was purified by RPHPLC (95/5 (A/B), 80 min
  3. custom320 min

Sources & evidence

ORD record
ord-55a1f85f84344926a211af0b1578f282
Source dataset
uspto-grants-1995_07
Patent number
US05436229

Reaction notes

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