Lithium borohydride → HCID 44612132, compound

HRID 655551Notes

Reaction equation

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

Participants

Reactant 2

HCID 4148881Lithium borohydride

HCID 59149858HCID 59149858, compound

Product 1

HCID 44612132HCID 44612132, compoundYield 27%

Procedure

In analogy to the procedure described in Example 2, (S)-2-[4-(3-chloro-phenyl-carbamoyl)-7-oxo-[1,4]diazepan-1-yl]-4-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-butyric acid methyl ester and lithium borohydride gave the title compound in 27% yield as an off-white powder. MS: 465.3 (MH+, 1Cl).

Sources & evidence

ORD record: ord-30742516fbae45fab486cf203f0d1907
Source dataset: uspto-grants-2011_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08071586B2

Reaction notes

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