(S)-(+)-Tetrahydrofurfurylamine → HCID 68653065, compound

HRID 2246959Notes

Reaction equation

HRID 2246959 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C@@H:9]2[C@@H:14]([O:15][CH2:16][C:17]3[CH:18]=[CH:19][C:20]4[O:25][CH2:24][CH2:23][N:22]([CH2:26][CH2:27][CH2:28][O:29][CH3:30])[C:21]=4[CH:31]=3)[CH2:13][N:12]([S:32]([C:35]3[CH:40]=[CH:39][C:38]([CH3:41])=[CH:37][CH:36]=3)(=[O:34])=[O:33])[C@H:11]([CH2:42][C:43]([CH3:48])([CH3:47])[C:44](O)=[O:45])[CH2:10]2)=[CH:5][CH:4]=1.[CH2:49]([NH2:55])[C@H:50]1[O:54][CH2:53][CH2:52][CH2:51]1>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C@@H:9]2[C@@H:14]([O:15][CH2:16][C:17]3[CH:18]=[CH:19][C:20]4[O:25][CH2:24][CH2:23][N:22]([CH2:26][CH2:27][CH2:28][O:29][CH3:30])[C:21]=4[CH:31]=3)[CH2:13][N:12]([S:32]([C:35]3[CH:40]=[CH:39][C:38]([CH3:41])=[CH:37][CH:36]=3)(=[O:34])=[O:33])[C@H:11]([CH2:42][C:43]([CH3:48])([CH3:47])[C:44]([NH:55][CH2:49][C@@H:50]3[CH2:51][CH2:52][CH2:53][O:54]3)=[O:45])[CH2:10]2)=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 641530(S)-(+)-TetrahydrofurfurylamineHCID 68440062HCID 68440062, compound

Product 1

HCID 68653065HCID 68653065, compound

Procedure

According to general procedure D, 110 mg of 3-[(2S,4R,5R)-4-(4-methoxy-phenyl)-5-[4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulfonyl)-piperidin-2-yl]-2,2-dimethyl-propionic acid (from example 65b) and 20 mg (S)-tetrahydrofurfurylamine are used to afford the title compound as a yellow oil. Rf=0.35 (EtOAc-heptane 8:1); Rt=5.12.

Sources & evidence

ORD record
ord-58bf984d10c146a39ef3d39e99f44494
Source dataset
uspto-grants-2010_03
Patent number
US07687495B2

Reaction notes

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