(2S)-2-(((tert-butoxy)carbonyl)amino)hex-5-enoic acid → (7S,11aR,Z)-7-Amino-3,4,7,8,9,11a-hexahydro-1H-pyrido[1,2-a]azocin-6(2H)-one hydrochloride

HRID 529529Notes

Reaction equation

HRID 529529 reaction equation
[ClH:1].[NH2:2][C@@H:3]1[C:9](=[O:10])[N:8]2[CH2:11][CH2:12][CH2:13][CH2:14][C@@H:7]2[CH:6]=[CH:5][CH2:4]1.[C:15](OC(N[C@@H](CCC=C)C(O)=O)=O)(C)(C)C>>[ClH:1].[NH2:2][C@@H:3]1[C:9](=[O:10])[N:8]2[CH2:11][CH2:12][CH2:13][CH2:14][C@@H:7]2[CH:6]=[CH:5][CH2:4][CH2:15]1

Participants

3

Reactant 2

HCID 20765220(2S)-2-(((tert-butoxy)carbonyl)amino)hex-5-enoic acidHCID 68292606(7S,10aR,Z)-7-amino-1,2,3,4,7,8-hexahydropyrido[1,2-a]azepin-6(10aH)-one hydrochloride

Product 1

HCID 86706217(7S,11aR,Z)-7-Amino-3,4,7,8,9,11a-hexahydro-1H-pyrido[1,2-a]azocin-6(2H)-one hydrochloride

Procedure

(7S,11aR,Z)-7-Amino-3,4,7,8,9,11a-hexahydro-1H-pyrido[1,2-a]azocin-6(2H)-one hydrochloride (538 mg, 2.332 mmol) was synthesized as described for the preparation of Intermediate 53 using (S)-2-(tert-butoxycarbonylamino)hex-5-enoic acid in step E. Anal. Calcd. for C11H18N2O m/z 194.2. found: 195.0 (M+H)+.

Sources & evidence

ORD record
ord-5e7cbe107ade49d0a24aea0f3c227bca
Source dataset
uspto-grants-2016_05
Patent number
US09346852B2

Reaction notes

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