HCID 86752875, compound → HCID 57282074, compound

HRID 965167Notes

Reaction equation

HRID 965167 reaction equation
Cl.[CH2:2]([O:4][C:5](=[O:39])[CH2:6][C@H:7]([C:17](=[O:38])[NH:18][C@H:19]1[CH2:35][C:34]2=[CH:36][N:27]([C:28]3[C:33]2=[CH:32][CH:31]=[CH:30][CH:29]=3)[CH2:26][CH2:25][O:24][CH2:23][CH2:22][NH:21][C:20]1=[O:37])[CH2:8][CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=1)[CH3:3]>C(Cl)Cl>[CH2:2]([O:4][C:5](=[O:39])[CH2:6][C@H:7]([C:17](=[O:38])[NH:18][C@H:19]1[CH2:35][C:34]2=[CH:36][N:27]([C:28]3[C:33]2=[CH:32][CH:31]=[CH:30][CH:29]=3)[CH2:26][CH2:25][O:24][CH2:23][CH2:22][NH:21][C:20]1=[O:37])[CH2:8][CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=1)[CH3:3]

Participants

3

Reactant 1

HCID 86752875HCID 86752875, compound

Product 1

HCID 57282074HCID 57282074, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(3R,9S)-Ethyl-3-(8-oxo-4-oxa-1,7-diaza-tricyclo[9.6.1.012,17 ]octadeca-11(18),12,14,16-tetraen-9-ylcarbamoyl)-6-pyridin-4-yl-hexanoate hydrochloride salt was stirred in CH2Cl2 /saturated Na2 CO3 for 10 minutes. The organic layer was separated, dried, and evaporated. The crude product was crystallized from CH2Cl2 /hexanes to give (3R,9S)-ethyl-3-(8-oxo-4-oxa-1,7-diaza-tricyclo[9.6.1.012,17 ]octadeca-11(18),12,14,16-tetraen-9-ylcarbamoyl)-6-pyridin-4-yl-hexanoate, melting point 203°-205° C.

Workup

  1. customThe organic layer was separated
  2. customdried
  3. customevaporated
  4. customThe crude product was crystallized from CH2Cl2 /hexanes

Sources & evidence

ORD record
ord-95bfa227a19b448e8aff67a1733750f8
Source dataset
uspto-grants-1998_06
Patent number
US05773428

Reaction notes

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