Sodium borohydride → HCID 86700115, compound

HRID 1755493Notes

Reaction equation

HRID 1755493 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+]>CO>[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, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Following the general procedure as described in Example 109, except using material from Example 75 (20 mg, 0.026 mol), methanol (3 mL), sodium borohydride (5 mg, 0.13 mmol) and stirring for 70 min, the title compound (0.026 mol) is obtained as a white solid in quantitative yield. LC/MS (Condition A): ret. T=1.32 min, (M−Boc−17) 563.

Sources & evidence

ORD record
ord-2f8c879c1b2940e89344b856c1f3ecda
Source dataset
uspto-grants-2015_10
Patent number
US09169295B2

Reaction notes

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