3-[(2-{[(Tert-butoxy)carbonyl]amino}ethyl)sulfanyl]propanoic acid → [2-(3-{4-[(4As,8ar)-4-(3,4-dimethoxy-phenyl)-1-oxo-4a,5,8,8a-tetrahydro-1h-phthalazin-2-yl]-piperidin-1-yl}-3-oxo-propylsulfanyl)-ethyl]-carbamic acid tert butyl ester

HRID 585487Notes

Reaction equation

HRID 585487 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][S:11][CH2:12][CH2:13][C:14]([OH:16])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:17][O:18][C:19]1[CH:20]=[C:21]([C:27]2[C@@H:36]3[C@@H:31]([CH2:32][CH:33]=[CH:34][CH2:35]3)[C:30](=[O:37])[N:29]([CH:38]3[CH2:43][CH2:42][NH:41][CH2:40][CH2:39]3)[N:28]=2)[CH:22]=[CH:23][C:24]=1[O:25][CH3:26].C(OC(=O)NCCCC(N1CCC(N2N=C(C3C=CC(OC)=C(OC)C=3)[C@@H]3[C@@H](CC=CC3)C2=O)CC1)=O)(C)(C)C>>[C:1]([O:5][C:6](=[O:7])[NH:8][CH2:9][CH2:10][S:11][CH2:12][CH2:13][C:14]([N:41]1[CH2:42][CH2:43][CH:38]([N:29]2[N:28]=[C:27]([C:21]3[CH:22]=[CH:23][C:24]([O:25][CH3:26])=[C:19]([O:18][CH3:17])[CH:20]=3)[C@@H:36]3[C@@H:31]([CH2:32][CH:33]=[CH:34][CH2:35]3)[C:30]2=[O:37])[CH2:39][CH2:40]1)=[O:16])([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 3

HCID 223371743-[(2-{[(Tert-butoxy)carbonyl]amino}ethyl)sulfanyl]propanoic acidHCID 68878852(4aS,8aR)-4-(3,4-Dimethoxy-phenyl)-2-piperidin-4-yl-4a,5,8,8a-tetrahydro-2H-phthalazin-1-oneHCID 86759810(4-{4-[(4aS,8aR)-4-(3,4-Dimethoxy-phenyl)-1-oxo-4a,5,8,8a-tetrahydro 1H-Phthalazin-2-yl]-piperidin-1-yl}-4-oxo-butyl)-carbamic Acid Tert Butyl Ester

Product 1

HCID 91343091[2-(3-{4-[(4As,8ar)-4-(3,4-dimethoxy-phenyl)-1-oxo-4a,5,8,8a-tetrahydro-1h-phthalazin-2-yl]-piperidin-1-yl}-3-oxo-propylsulfanyl)-ethyl]-carbamic acid tert butyl ester

Procedure

Prepared from 12 mmol of 3-(2-tert-butoxycarbonylamino-ethylsulfanyl)-propionic acid and 10 mmol of compound 5c as described for compound 5b. M. p. 132-134° C.

Sources & evidence

ORD record
ord-f975ee5cbf2847f7a691b5f31c4b1ffd
Source dataset
uspto-grants-2005_08
Patent number
US06933296B2

Reaction notes

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