Hydrochloric Acid → HCID 57842580, compound

HRID 735543Notes

Reaction equation

C(OC([N:8](C(OC(C)(C)C)=O)[C:9]1[C:18]2[C:13](=[CH:14][C:15]([NH:20][CH:21]([C:25]3[CH:30]=[CH:29][C:28]([CH2:31][CH2:32][O:33][C:34](=[O:58])[NH:35][C:36]4[CH:41]=[CH:40][C:39]([S:42]([CH:45]([CH3:47])[CH3:46])(=[O:44])=[O:43])=[C:38]([CH2:48][N:49](C(OC(C)(C)C)=O)[CH3:50])[CH:37]=4)=[CH:27][CH:26]=3)[C:22]([OH:24])=[O:23])=[CH:16][C:17]=2[F:19])[CH:12]=[CH:11][N:10]=1)=O)(C)(C)C.Cl>>[NH2:8][C:9]1[C:18]2[C:13](=[CH:14][C:15]([NH:20][CH:21]([C:25]3[CH:30]=[CH:29][C:28]([CH2:31][CH2:32][O:33][C:34](=[O:58])[NH:35][C:36]4[CH:41]=[CH:40][C:39]([S:42]([CH:45]([CH3:47])[CH3:46])(=[O:44])=[O:43])=[C:38]([CH2:48][NH:49][CH3:50])[CH:37]=4)=[CH:27][CH:26]=3)[C:22]([OH:24])=[O:23])=[CH:16][C:17]=2[F:19])[CH:12]=[CH:11][N:10]=1

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 57842552HCID 57842552, compound

Product 1

HCID 57842580HCID 57842580, compoundYield 132.3%

Procedure

Using a procedure analogous to that used in the final step of Example 1, 20A (0.152 g, 0.16 mmol) was deprotected using hydrogen chloride to give 20B (0.132 g, 100%). MS (ESI) m/z 623.97 (M+H)+.

Sources & evidence

ORD record: ord-fe06efa4dfa643dd97af6fd7b07564ee
Source dataset: uspto-grants-2009_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07592331B2

Reaction notes

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