Hydrochloric Acid → HCID 22868471, compound

HRID 1082175Notes

Reaction equation

HRID 1082175 reaction equation
[NH2:1][CH2:2][C:3]1[N:7]=[C:6]([C@H:8]2[NH:21][C:20](=[O:22])[CH2:19][CH2:18][CH2:17][CH2:16][O:15][C:14](=[O:23])[C:13]3[C:24]([CH3:40])=[C:25]([O:38][CH3:39])[CH:26]=[C:27]([O:28][Si](C)(C)C(C)(C)C(C)C)[C:12]=3[CH2:11][S:10][CH2:9]2)[O:5][N:4]=1.[F-].[NH4+].[ClH:43]>CO.C(OCC)(=O)C.C(OCC)C>[ClH:43].[NH2:1][CH2:2][C:3]1[N:7]=[C:6]([C@H:8]2[NH:21][C:20](=[O:22])[CH2:19][CH2:18][CH2:17][CH2:16][O:15][C:14](=[O:23])[C:13]3[C:24]([CH3:40])=[C:25]([O:38][CH3:39])[CH:26]=[C:27]([OH:28])[C:12]=3[CH2:11][S:10][CH2:9]2)[O:5][N:4]=1

Participants

7

Reactant 3

HCID 313Hydrochloric AcidHCID 25516Ammonium fluorideHCID 53693178HCID 53693178, compound

Product 1

HCID 22868471HCID 22868471, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 3283Diethyl EtherSolventHCID 8857Ethyl AcetateSolvent

Procedure

(R)-4-(3-Aminomethyl-1,2,4-oxadiazol-5-yl) -16-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-14-methoxy-13-methyl-1,3,4,5,6,7,8,9,10,12-decahydro-11,2,5-benzoxathiaazacyclotetradecin-6,12-dione was treated with ammonium fluoride in methanol in an analogous manner to the procedure described in Example 1. The resulting product was dissolved in ethyl acetate. Upon addition of a 3N solution of hydrochloric acid in diethyl ether, a precipitate formed which was isolated to yield (R)-4-(3-aminomethyl-1,2,4 -oxadiazol-5-yl)-16-hydroxy-14-methoxy-13-methyl-1,3,4,5,6,7,8,9,10,12-decahydro-11,2,5-benzoxathiaazacyclotetradecin-6,12-dione hydrochloride as a white solid.

Workup

  1. customa precipitate formed which
  2. customwas isolated

Sources & evidence

ORD record
ord-fdaefa9ecba64e30acda326fddd4f78d
Source dataset
uspto-grants-1996_12
Patent number
US05589473

Reaction notes

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