HCID 131714929, compound → HCID 131714927, compound

HRID 65378Notes

Reaction equation

HRID 65378 reaction equation
[NH:1]([C:39]([O:41][CH2:42][C:43]1[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=1)=[O:40])[C@H:2]([C:10]([NH:12][C@H:13]([C:21]([NH:23][C@H:24]([C:29]([NH:31][C@H:32]([C:36]([OH:38])=[O:37])[CH:33]([CH3:35])[CH3:34])=[O:30])[CH2:25][CH:26]([CH3:28])[CH3:27])=[O:22])[CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.C([CH:53]([C:58]([CH:69]([O:74][SiH](C)C)C(C)(C)C)([CH:60]([O:65][SiH](C)C)C(C)(C)C)[NH-:59])[O:54][SiH](C)C)(C)(C)C>C(O)(=O)C.O>[NH:1]([C:39]([O:41][CH2:42][C:43]1[CH:44]=[CH:45][CH:46]=[CH:47][CH:48]=1)=[O:40])[C@H:2]([C:10]([NH:12][C@H:13]([C:21]([NH:23][C@H:24]([C:29]([NH:31][C@H:32]([C:36]([OH:38])=[O:37])[CH:33]([CH3:35])[CH3:34])=[O:30])[CH2:25][CH:26]([CH3:28])[CH3:27])=[O:22])[CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[OH:54][CH2:53][C:58]([CH2:69][OH:74])([CH2:60][OH:65])[NH-:59]

Participants

3

Reactant 1

HCID 131714929HCID 131714929, compound

Product 1

HCID 131714927HCID 131714927, compound

Reagents, catalysts & solvents 1

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

Procedure

39 mg of Z-Phe-Phe-Leu-Val-tris(tert.-butyldimethylsilyloxymethyl)-methyl amide (Example 62) are stirred for 3 hours in 3 ml of acetic acid/H2O 2:1. After evaporating off the sovent and medium-pressure chromatography (LOBAR® prefabricated column, size B, 40-60 μm, system B8), the title compound is obtained in the form of a colourless powder. Rf (B8)=0.36.

Workup

  1. customAfter evaporating off the sovent and medium-pressure chromatography (LOBAR® prefabricated column, size B, 40-60 μm, system B8)

Sources & evidence

ORD record
ord-29fa52e2213b4a37994b7ec5b264f650
Source dataset
uspto-grants-1986_09
Patent number
US04613676

Reaction notes

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