Hydrochloric Acid → HCID 86761746, compound

HRID 1805938Notes

Reaction equation

HRID 1805938 reaction equation
[C:1](=[O:65])([O:51][CH:52]([CH2:59][O:60][P:61]([OH:64])([OH:63])=[O:62])[CH2:53][O:54][P:55]([OH:58])([OH:57])=[O:56])[O:2][C@H:3]([C:37]1[CH:42]=[C:41]([C:43]([F:46])([F:45])[F:44])[CH:40]=[C:39]([C:47]([F:50])([F:49])[F:48])[CH:38]=1)[C@@H:4]([N:6](C(OC(C)(C)C)=O)[CH2:7][C:8]1[CH:13]=[C:12]([C:14]([F:17])([F:16])[F:15])[CH:11]=[CH:10][C:9]=1[C:18]1[CH:23]=[C:22]([CH:24]([CH3:26])[CH3:25])[C:21]([F:27])=[CH:20][C:19]=1[O:28][CH3:29])[CH3:5].[ClH:66]>>[Cl-:66].[F:50][C:47]([F:48])([F:49])[C:39]1[CH:38]=[C:37]([C@H:3]([C@@H:4]([NH2+:6][CH2:7][C:8]2[CH:13]=[C:12]([C:14]([F:17])([F:15])[F:16])[CH:11]=[CH:10][C:9]=2[C:18]2[CH:23]=[C:22]([CH:24]([CH3:25])[CH3:26])[C:21]([F:27])=[CH:20][C:19]=2[O:28][CH3:29])[CH3:5])[O:2][C:1](=[O:65])[O:51][CH:52]([CH2:59][O:60][P:61]([OH:63])([OH:64])=[O:62])[CH2:53][O:54][P:55](=[O:56])([OH:58])[OH:57])[CH:42]=[C:41]([C:43]([F:46])([F:45])[F:44])[CH:40]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 86657402HCID 86657402, compound

Product 1

HCID 86761746HCID 86761746, compound

Procedure

A solution of (1R,2S)-1-[3,5-bis(trifluoromethyl)phenyl]-2-((tert-butoxycarbonyl){[4′-fluoro-5′- isopropyl-2′-methoxy-4-(trifluoromethyl)biphenyl-2-yl]methyl}amino)propyl 2-(phosphonooxy)-1-[(phosphonooxy)methyl]ethyl carbonate (46.7 mg, 0.047 mmol) in HCl saturated EtOAc (3 mL) was stirred at 25° C. for 1 h. The reaction mixture was concentrated in vacuo to afford (8R,9S)-8-[3,5-bis(trifluoromethyl)phenyl]-N-{[4′-fluoro-5′-isopropyl-2′-methoxy-4-(trifluoromethyl)biphenyl-2-yl]methyl}-1,1-dihydroxy-6-oxo-4-[(phosphonooxy)methyl]-2,5,7-trioxa-1λ5-phosphadecan-9-aminium1-oxide chloride, as a colorless glass/solid. LCMS calc.=890.16; found=890.00 (M+H)+.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-82e8ba8fd9124fd5a1243fbeb7890fbf
Source dataset
uspto-grants-2013_01
Patent number
US08354454B2

Reaction notes

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