Lithium borohydride → HCID 67087124, compound

HRID 2095601Notes

Reaction equation

HRID 2095601 reaction equation
C[O:2][C:3](=O)[C@H:4]([N:18]1[CH2:23][CH2:22][N:21]([C:24](=[O:37])[NH:25][C:26]2[CH:31]=[CH:30][C:29]([C:32]([F:35])([F:34])[F:33])=[C:28]([Cl:36])[CH:27]=2)[C@@H:20]([CH3:38])[C:19]1=[O:39])[CH2:5][CH2:6][C:7]([N:9]1[CH2:16][CH2:15][C:12]2([CH2:14][CH2:13]2)[C@H:11]([OH:17])[CH2:10]1)=[O:8].[Li+].[BH4-]>CO>[Cl:36][C:28]1[CH:27]=[C:26]([NH:25][C:24]([N:21]2[CH2:22][CH2:23][N:18]([C@@H:4]([CH2:3][OH:2])[CH2:5][CH2:6][C:7]([N:9]3[CH2:16][CH2:15][C:12]4([CH2:13][CH2:14]4)[C@H:11]([OH:17])[CH2:10]3)=[O:8])[C:19](=[O:39])[C@@H:20]2[CH3:38])=[O:37])[CH:31]=[CH:30][C:29]=1[C:32]([F:33])([F:34])[F:35]

Participants

4

Reactant 2

HCID 4148881Lithium borohydrideHCID 67074476HCID 67074476, compound

Product 1

HCID 67087124HCID 67087124, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In analogy to the procedure described in example 53, (R)-2-[(S)-4-(3-chloro-4-trifluoromethyl-phenylcarbamoyl)-3-methyl-2-oxo-piperazin-1-yl]-5-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-5-oxo-pentanoic acid methyl ester (example 145) and LiBH4 (2 M in THF)/MeOH gave the titled compound in 66% yield as amorphous white solid. MS: 561.20 (MH+, 1Cl).

Sources & evidence

ORD record
ord-03c42c3559994804b9e77b819536f6e6
Source dataset
uspto-grants-2013_05
Patent number
US08445674B2

Reaction notes

Loading…