HCID 178445986, compound → HCID 178445989, compound

HRID 65351Notes

Reaction equation

HRID 65351 reaction equation
[NH:1]([C:38]([O:40][CH2:41][C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1)=[O:39])[C@H:2]([C:10]([NH:12][C@H:13]([C:20]([NH:22][C@H:23]([C:28]([NH:30][C@H:31]([C:35]([OH:37])=[O:36])[CH:32]([CH3:34])[CH3:33])=[O:29])[CH2:24][CH:25]([CH3:27])[CH3:26])=[O:21])[CH2:14][C:15]1[N:19]=[CH:18][NH:17][CH:16]=1)=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.C([CH:52]([C:57]([CH:75]([O:80][SiH](C)C)C(C)(C)C)([CH:66]([O:71][SiH](C)C)C(C)(C)C)[NH:58][C:59]([CH2:61][CH2:62][CH2:63][CH2:64][NH-:65])=[O:60])[O:53][SiH](C)C)(C)(C)C>C(O)(=O)C.O>[NH:1]([C:38]([O:40][CH2:41][C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1)=[O:39])[C@H:2]([C:10]([NH:12][C@H:13]([C:20]([NH:22][C@H:23]([C:28]([NH:30][C@H:31]([C:35]([OH:37])=[O:36])[CH:32]([CH3:34])[CH3:33])=[O:29])[CH2:24][CH:25]([CH3:27])[CH3:26])=[O:21])[CH2:14][C:15]1[N:19]=[CH:18][NH:17][CH:16]=1)=[O:11])[CH2:3][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1.[OH:71][CH2:66][C:57]([CH2:52][OH:53])([CH2:75][OH:80])[NH:58][C:59]([CH2:61][CH2:62][CH2:63][CH2:64][NH-:65])=[O:60]

Participants

3

Reactant 1

HCID 178445986HCID 178445986, compound

Product 1

HCID 178445989HCID 178445989, compound

Reagents, catalysts & solvents 1

HCID 21899381Acetic acid--water (1/1)Solvent

Procedure

83 mg of Z-Phe-His-Leu-Val-4-[-tris-(tert.-butyldimethylsilyloxymethyl)-methylaminocarbonyl]-butyl amide (Example 19) are stirred at room temperature for 2 hours with 6 ml of glacial acetic acid/water 2:1. After evaporating off the solvent and medium-pressure chromatography (60 g of Lichroprep® Si60, 40-60 μm, system B8), the title compound is obtained in the form of a colourless powder. Rf (methylene chloride/methanol/concentrated ammonia 70:10:1)=0.11.

Workup

  1. customAfter evaporating off the solvent and medium-pressure chromatography (60 g of Lichroprep® Si60, 40-60 μm, system B8)

Sources & evidence

ORD record
ord-1787760d09d44c54a8141bf8966e1713
Source dataset
uspto-grants-1986_09
Patent number
US04613676

Reaction notes

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