Hydrochloric Acid → HCID 45256178, compound

HRID 1805934Notes

Reaction equation

HRID 1805934 reaction equation
[C:1](=[O:67])([O:51][C:52]1[CH:57]=[CH:56][C:55]([CH2:58][CH2:59][O:60][P:61]([OH:64])([OH:63])=[O:62])=[CH:54][C:53]=1[O:65][CH3:66])[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:68]>>[Cl-:68].[F:50][C:47]([F:48])([F:49])[C:39]1[CH:38]=[C:37]([C@@H:3]([O:2][C:1]([O:51][C:52]2[CH:57]=[CH:56][C:55]([CH2:58][CH2:59][O:60][P:61]([OH:64])([OH:63])=[O:62])=[CH:54][C:53]=2[O:65][CH3:66])=[O:67])[C@@H:4]([NH2+:6][CH2:7][C:8]2[CH:13]=[C:12]([C:14]([F:15])([F:17])[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])[CH:42]=[C:41]([C:43]([F:44])([F:46])[F:45])[CH:40]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 86657398HCID 86657398, compound

Product 1

HCID 45256178HCID 45256178, 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-methoxy-4-[2-(phosphonooxy)ethyl]phenyl carbonate (72.9 mg, 0.074 mmol) in HCl saturated EtOAc (2 mL) was stirred at 25° C. for 5 h. The reaction mixture was concentrated in vacuo to afford (1R,2S)-1-[3,5-bis(trifluoromethyl)phenyl]-N-{[4′-fluoro-5′-isopropyl-2′-methoxy-4-(trifluoromethyl)biphenyl-2-yl]methyl}-1-[({2-methoxy-4-[2-(phosphonooxy)ethyl]phenoxy}carbonyl)oxy]propan-2-aminium chloride, as a colorless oil/glass. LCMS calc.=886.2; found=886.0 (M+H)+.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-183dc55e076f4f6d934ec588c88cdb9a
Source dataset
uspto-grants-2013_01
Patent number
US08354454B2

Reaction notes

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