Lithium borohydride → HCID 52913367, compound

HRID 2095600Notes

Reaction equation

HRID 2095600 reaction equation
C[O:2][C:3](=O)[C@@H:4]([N:18]1[CH2:23][CH2:22][N:21]([C:24](=[O:40])[NH:25][C:26]2[CH:31]=[CH:30][C:29]([C:32]([F:35])([F:34])[F:33])=[C:28]([C:36]([F:39])([F:38])[F:37])[CH:27]=2)[C@@H:20]([CH3:41])[C:19]1=[O:42])[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>[F:39][C:36]([F:37])([F:38])[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([CH2:14][CH2:13]4)[C@H:11]([OH:17])[CH2:10]3)=[O:8])[C:19](=[O:42])[C@@H:20]2[CH3:41])=[O:40])[CH:31]=[CH:30][C:29]=1[C:32]([F:34])([F:35])[F:33]

Participants

4

Reactant 2

HCID 4148881Lithium borohydrideHCID 86652699HCID 86652699, compound

Product 1

HCID 52913367HCID 52913367, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In analogy to the procedure described in Example 53, (S)-2-[(S)-4-(3,4-bis-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 143) and LiBH4 (2 M in THF)/MeOH gave the titled compound in 79% yield as amorphous white solid. MS: 595.23 (MH+).

Sources & evidence

ORD record
ord-180e1c34eef144f4b4a2c0c2aab09508
Source dataset
uspto-grants-2013_05
Patent number
US08445674B2

Reaction notes

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