Sodium borohydride → HCID 86700123, compound

HRID 1755478Notes

Reaction equation

HRID 1755478 reaction equation
[CH:1]([C:3]1[S:7][C:6]([NH:8][CH2:9][CH2:10][CH2:11][NH:12][C:13](=[O:34])[C@@H:14]([NH:16][C:17](=[O:33])[C@@H:18]([NH:20][C:21](=[O:32])[C@@H:22]([NH:24][C:25](=[O:31])[O:26][C:27]([CH3:30])([CH3:29])[CH3:28])[CH3:23])[CH3:19])[CH3:15])=[N:5][CH:4]=1)=[O:2].[BH4-].[Na+]>CCO.O>[OH:2][CH2:1][C:3]1[S:7][C:6]([NH:8][CH2:9][CH2:10][CH2:11][NH:12][C:13](=[O:34])[C@@H:14]([NH:16][C:17](=[O:33])[C@@H:18]([NH:20][C:21](=[O:32])[C@@H:22]([NH:24][C:25](=[O:31])[O:26][C:27]([CH3:29])([CH3:28])[CH3:30])[CH3:23])[CH3:19])[CH3:15])=[N:5][CH:4]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 86700114HCID 86700114, compound

Product 1

HCID 86700123HCID 86700123, compound

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

Following the procedure as described in Example 32, except using material from Example 73 (2.5 mg, 5.01 μmol), EtOH/H2O (4:1) (500 μlit), sodium borohydride (1.1 mg, 29.0 μmol) and stirring at room temp for 40 min, the title compound is isolated (quantitative yield) and is used crude in the next step. LC/MS (Condition A): ret. T=2.22 min, (M+H)+ 501.29.

Sources & evidence

ORD record
ord-9795ec1f7851419a8656ddeaad434975
Source dataset
uspto-grants-2015_10
Patent number
US09169295B2

Reaction notes

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