Trifluoroacetic acid → HCID 54313532, compound

HRID 1416689Notes

Reaction equation

HRID 1416689 reaction equation
FC(F)(F)C(O)=[O:4].N([C@H]1[C@H](O)CCCN(C(OC(C)(C)C)=O)C1)=[N+]=[N-].Br[CH2:27][C:28]1[CH:33]=[CH:32][C:31]([C:34]([C:36]2[CH:41]=[C:40]([O:42][CH3:43])[CH:39]=[CH:38][C:37]=2[O:44][CH2:45][O:46][CH3:47])=[O:35])=[CH:30][CH:29]=1>>[OH:4][CH2:27][C:28]1[CH:33]=[CH:32][C:31]([C:34]([C:36]2[CH:41]=[C:40]([O:42][CH3:43])[CH:39]=[CH:38][C:37]=2[O:44][CH2:45][O:46][CH3:47])=[O:35])=[CH:30][CH:29]=1

Participants

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 54430716HCID 54430716, compoundHCID 54468547HCID 54468547, compound

Product 1

HCID 54313532HCID 54313532, compound

Procedure

Compound (W) used in Examples (U8) and (U9) was obtained from tert-butyl (3R,4R)-3-azido-4-(benzyloxy)-hexahydro-1H-azepine-1-carboxylate (see Example (S) by debenzylation with trifluoroacetic acid to tert-butyl (3R,4R)-3-azido-4-hydroxy-azepane-1-carboxylate and 0-alkylation of this compound with (4-bromomethyl-phenyl)-(5-methoxy-2-methoxymethoxy-phenyl)-methanone. The latter compound was obtained by the bromination of (4-hydroxymethyl-phenyl)-(5-methoxy-2-methoxymethoxy-phenyl)-methanone (M8).

Sources & evidence

ORD record
ord-d095e9ba28a247c2a3e04003c331e02a
Source dataset
uspto-grants-1999_06
Patent number
US05914406

Reaction notes

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