Sodium borohydride → HCID 86700115, compound

HRID 1755470Notes

Reaction equation

HRID 1755470 reaction equation
[CH:1]([C:3]1[S:7][C:6]([NH:8][CH2:9][CH2:10][CH2:11][NH:12][C:13](=[O:46])[C@H:14]([CH3:45])[NH:15][C:16](=[O:44])[C@H:17]([CH3:43])[NH:18][C:19](=[O:42])[C@H:20]([CH3:41])[NH:21][C:22](=[O:40])[C@@H:23]([NH:32][C:33](=[O:39])[O:34][C:35]([CH3:38])([CH3:37])[CH3:36])[CH2:24][C:25]2[CH:30]=[CH:29][C:28]([OH:31])=[CH:27][CH:26]=2)=[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:46])[C@H:14]([CH3:45])[NH:15][C:16](=[O:44])[C@H:17]([CH3:43])[NH:18][C:19](=[O:42])[C@H:20]([CH3:41])[NH:21][C:22](=[O:40])[C@@H:23]([NH:32][C:33](=[O:39])[O:34][C:35]([CH3:36])([CH3:38])[CH3:37])[CH2:24][C:25]2[CH:26]=[CH:27][C:28]([OH:31])=[CH:29][CH:30]=2)=[N:5][CH:4]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 86700116HCID 86700116, compound

Product 1

HCID 86700115HCID 86700115, compound

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

Following the procedure as described in Example 32, except using the material from Example 75 (106 mg, 0.119 mmol), EtOH/H2O (4:1) (4 mL), sodium borohydride (32.7 mg, 0.864 mmol) and stirring at room temp for 1 h, the title compound is isolated (quantitative yield) that is used crude in the next step. LC/MS (Condition A): ret. T=2.51 min, (M+H)+ 664.46.

Sources & evidence

ORD record
ord-da072e17f4f14611b8de25803650d5a7
Source dataset
uspto-grants-2015_10
Patent number
US09169295B2

Reaction notes

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