Hydrochloric Acid → HCID 69927564, compound

HRID 843426Notes

Reaction equation

HRID 843426 reaction equation
C(OC([N:8]1[CH2:13][C@H:12]([O:14][CH2:15][C:16]2[CH:25]=[C:24]([O:26][CH3:27])[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH:17]=2)[C@@H:11]([C:28]2[CH:33]=[CH:32][C:31]([O:34][CH2:35][CH2:36][CH2:37][O:38][C:39]3[CH:44]=[CH:43][CH:42]=[CH:41][C:40]=3[N+:45]([O-:47])=[O:46])=[CH:30][CH:29]=2)[C@H:10]([O:48][CH2:49][C@H:50]([OH:57])[CH2:51][N:52]2[CH:56]=[N:55][CH:54]=[N:53]2)[CH2:9]1)=O)(C)(C)C.Cl>CO>[CH3:27][O:26][C:24]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:17]=[C:16]([CH2:15][O:14][C@H:12]2[CH2:13][NH:8][CH2:9][C@@H:10]([O:48][CH2:49][C@H:50]([OH:57])[CH2:51][N:52]3[CH:56]=[N:55][CH:54]=[N:53]3)[C@@H:11]2[C:28]2[CH:33]=[CH:32][C:31]([O:34][CH2:35][CH2:36][CH2:37][O:38][C:39]3[CH:44]=[CH:43][CH:42]=[CH:41][C:40]=3[N+:45]([O-:47])=[O:46])=[CH:30][CH:29]=2)[CH:25]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67219230HCID 67219230, compound

Product 1

HCID 69927564HCID 69927564, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In analogy to the procedure described in example 1) (1) the (3S,4R,5R)-3-[(2R)-2-hydroxy-3-[1,2,4]triazol-1-yl-propoxy]-5-(4-methoxy-naphthalen-2-ylmethoxy)-4-[4-[3-(2-nitro-phenoxy)-propoxy]-phenyl]-piperidine-1-carboxylic acid tert-butyl ester was deprotected with HCl in methanol to yield the (R)-1-[(3S,4R,5R)-5-(4-methoxy-naphthalen-2-ylmethoxy)-4-[4-[3-(2-nitro-phenoxy)-propoxy]-phenyl]-piperidin-3-yloxy]-3-[1,2,4]triazol-1-yl-propan-2-ol as colorless oil; MS: 684 (M+H)+.

Sources & evidence

ORD record
ord-ac3643124c094cd8b15f4587ea2a4c5a
Source dataset
uspto-grants-2002_04
Patent number
US06376672B1

Reaction notes

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