HCID 88986879, compound → HCID 50940293, compound

HRID 269693Notes

Reaction equation

HRID 269693 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][NH:10][C:11](=[O:71])[C@@H:12]([NH:24][C:25]([C@H:27]1[NH:45][C:44](=[O:46])[C@H:43]([CH2:47][CH2:48][CH2:49][NH:50]C(OC(C)(C)C)=O)[NH:42][C:41](=[O:58])[C@@H:40]([NH:59]C(OC(C)(C)C)=O)[CH2:39][C:38]2[CH:67]=[C:34]([CH:35]=[CH:36][C:37]=2[OH:68])[C:33]2=[CH:69][C:29](=[C:30]([OH:70])[CH:31]=[CH:32]2)[CH2:28]1)=[O:26])[CH2:13][CH2:14][CH2:15][NH:16]C(OC(C)(C)C)=O)(C)(C)C>Cl.O1CCOCC1>[NH2:59][C@H:40]1[CH2:39][C:38]2[CH:67]=[C:34]([CH:35]=[CH:36][C:37]=2[OH:68])[C:33]2=[CH:69][C:29](=[C:30]([OH:70])[CH:31]=[CH:32]2)[CH2:28][C@@H:27]([C:25]([NH:24][C@H:12]([C:11]([NH:10][CH2:9][CH2:8][NH2:7])=[O:71])[CH2:13][CH2:14][CH2:15][NH2:16])=[O:26])[NH:45][C:44](=[O:46])[C@H:43]([CH2:47][CH2:48][CH2:49][NH2:50])[NH:42][C:41]1=[O:58]

Participants

4

Reactant 1

HCID 88986879HCID 88986879, compound

Product 1

HCID 50940293HCID 50940293, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

29.7 mg (0.029 mmol) of tert-butyl(2-{[(2S)-5-[(tert-butoxycarbonyl)amino]-2-({[(8S,11S,14S)-14-[(tert-butoxycarbonyl)amino]-11-{3-[(tert-butoxycarbonyl)amino]propyl}-5,17-dihydroxy-10,13-dioxo-9,12-diazatricyclo[14.3.1.12,6]henicosa-1(20),2(21),3,5,16,18-hexaen-8-yl]carbonyl}amino)pentanoyl]amino}ethyl)carbamate (Example 167A) are dissolved in 3.0 ml of 4N hydrogen chloride in dioxane and stirred at room temperature for 2 h. The solvent is evaporated in vacuo and the remaining solid is converted by preparative HPLC (Reprosil ODS-A, mobile phase acetonitrile/0.2% aqueous trifluoroacetic acid 5:95→95:5) into the tetra(hydrotrifluoroacetate).

Workup

  1. customThe solvent is evaporated in vacuo

Sources & evidence

ORD record
ord-56a048a137b84dd1903a793fc819e29a
Source dataset
uspto-grants-2008_11
Patent number
US07446102B2

Reaction notes

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