Sodium borohydride → HCID 86700120, compound

HRID 1755475Notes

Reaction equation

HRID 1755475 reaction equation
[NH2:1][C:2](=[O:72])[C@H:3]([CH2:65][C:66]1[CH:71]=[CH:70][CH:69]=[CH:68][CH:67]=1)[NH:4][C:5](=[O:64])[C@H:6]([CH2:51][NH:52][C:53](=[O:63])[CH2:54][NH:55][C:56]1[S:57][C:58]([CH:61]=[O:62])=[CH:59][N:60]=1)[NH:7][C:8](=[O:50])[CH2:9][NH:10][C:11](=[O:49])[C@H:12]([CH3:48])[NH:13][C:14](=[O:47])[C@H:15]([CH3:46])[NH:16][C:17](=[O:45])[C@@H:18]([NH:27][C:28](=[O:44])[O:29][CH2:30][CH:31]1[C:43]2[CH:42]=[CH:41][CH:40]=[CH:39][C:38]=2[C:37]2[C:32]1=[CH:33][CH:34]=[CH:35][CH:36]=2)[CH2:19][C:20]1[CH:25]=[CH:24][C:23]([OH:26])=[CH:22][CH:21]=1.[BH4-].[Na+]>CCO.O>[NH2:1][C:2](=[O:72])[C@H:3]([CH2:65][C:66]1[CH:67]=[CH:68][CH:69]=[CH:70][CH:71]=1)[NH:4][C:5](=[O:64])[C@H:6]([CH2:51][NH:52][C:53](=[O:63])[CH2:54][NH:55][C:56]1[S:57][C:58]([CH2:61][OH:62])=[CH:59][N:60]=1)[NH:7][C:8](=[O:50])[CH2:9][NH:10][C:11](=[O:49])[C@H:12]([CH3:48])[NH:13][C:14](=[O:47])[C@H:15]([CH3:46])[NH:16][C:17](=[O:45])[C@@H:18]([NH:27][C:28](=[O:44])[O:29][CH2:30][CH:31]1[C:43]2[CH:42]=[CH:41][CH:40]=[CH:39][C:38]=2[C:37]2[C:32]1=[CH:33][CH:34]=[CH:35][CH:36]=2)[CH2:19][C:20]1[CH:25]=[CH:24][C:23]([OH:26])=[CH:22][CH:21]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 86700121HCID 86700121, compound

Product 1

HCID 86700120HCID 86700120, compound

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

Following the procedure as described in Example 32, except using material from Example 87 (16 mg, 0.014 mmol), EtOH/H2O (4:1) (5 mL), sodium borohydride (6.3 mg, 0.167 mmol) and stirring at room temp for 2.5 h, the title compound is isolated (quantitative yield) that is used crude in the next step. LC/MS (Condition A): ret. T=3.37 min, (2M+Na) 1005.75.

Sources & evidence

ORD record
ord-8bf001e8370e4d7da1e55461b44d9283
Source dataset
uspto-grants-2015_10
Patent number
US09169295B2

Reaction notes

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