Anisole → HCID 131714617, compound

HRID 1380610Notes

Reaction equation

HRID 1380610 reaction equation
[NH:1]([C:40]([O:42][CH2:43][C:44]1[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1)=[O:41])[C@H:2]([C:10]([NH:12][C@H:13]([C:23]([NH:25][C@H:26]([C:28]([NH:30][C@H:31]([C:36]([CH2:38][Cl:39])=[O:37])[CH2:32][CH:33]([CH3:35])[CH3:34])=[O:29])[CH3:27])=[O:24])[CH2:14][O:15]CC1C=CC=CC=1)=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.C1(OC)C=CC=CC=1>>[NH:1]([C:40]([O:42][CH2:43][C:44]1[CH:45]=[CH:46][CH:47]=[CH:48][CH:49]=1)=[O:41])[C@H:2]([C:10]([NH:12][C@H:13]([C:23]([NH:25][C@H:26]([C:28]([NH:30][C@H:31]([C:36]([CH2:38][Cl:39])=[O:37])[CH2:32][CH:33]([CH3:35])[CH3:34])=[O:29])[CH3:27])=[O:24])[CH2:14][OH:15])=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

3

Reactant 2

HCID 7519AnisoleHCID 131714614HCID 131714614, compound

Product 1

HCID 131714617HCID 131714617, compound

Procedure

Z-Phe-Ser(Bzl)-Ala-LeuCH2Cl (0.71 g, 10.2 mmoles) was treated with a mixture of 15 mL of anhydrous HF and 1 mL of anisole in a commercial HF apparatus (Peptide Institute, Inc.). After 70 minutes at 0°, HF was removed by evaporation and the resulting residue was dried in vacuo over potassium hydroxide overnight. H-Phe-Ser-Ala-LeuCH2Cl.HF, 0.35 g, was obtained after triturating the residue with ether.

Workup

  1. customHF was removed by evaporation
  2. dry with materialthe resulting residue was dried in vacuo over potassium hydroxide overnight
  3. customHF, 0.35 g, was obtained
  4. customafter triturating the residue with ether

Sources & evidence

ORD record
ord-ff3d6cb0e93f4c61aeea8c7b99d78c09
Source dataset
uspto-grants-1986_04
Patent number
US04582821

Reaction notes

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