HCID 18755438, compound → HCID 57004131, compound

HRID 1838744Notes

Reaction equation

[C:1]([O:5][C:6]([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]([OH:34])=[CH:30][CH:29]=2)[C@H:10]([O:35][CH2:36][C@H:37]([OH:41])[CH2:38][O:39][CH3:40])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl[CH2:43][CH2:44][CH2:45][O:46][CH2:47][C:48]1[CH:53]=[C:52]([F:54])[CH:51]=[CH:50][C:49]=1[O:55][CH3:56]>>[C:1]([O:5][C:6]([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][CH2:43][CH2:44][CH2:45][O:46][CH2:47][C:48]3[CH:53]=[C:52]([F:54])[CH:51]=[CH:50][C:49]=3[O:55][CH3:56])=[CH:30][CH:29]=2)[C@H:10]([O:35][CH2:36][C@H:37]([OH:41])[CH2:38][O:39][CH3:40])[CH2:9]1)=[O:7])([CH3:3])([CH3:4])[CH3:2]

Participants

Reactant 2

HCID 18755438HCID 18755438, compound

HCID 57300936HCID 57300936, compound

Product 1

HCID 57004131HCID 57004131, compound

Procedure

In analogy to the procedure described in example 1(e) the (3S,4R,5R)-3-[(2R)-2-hydroxy-3-methoxy-propoxy]-4-(4-hydroxy-phenyl)-5-(4-methoxy-naphthalen-2-ylmethoxy)-piperidine-1-carboxylic acid tert-butyl ester was treated with the 2-(3-chloro-propoxymethyl)-4-fluoro-1-methoxy-benzene [example 11(α)] to yield the (3S,4R,5R)-4-[4-[3-(5-fluoro-2-methoxy-benzyloxy)-propoxy]-phenyl]-3-[(2R)-2-hydroxy-3-methoxy-propoxy]-5-(4-methoxy-naphthalen-2-ylmethoxy)-piperidine-1-carboxylic acid tert-butyl ester as colorless oil; MS: 764 (M+H)+.

Sources & evidence

ORD record: ord-2340ba4ae34c4cd0ba185994db0c4d70
Source dataset: uspto-grants-2004_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06673931B2

Reaction notes

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