Lithium Hydroxide → HCID 513949, compound

HRID 987961Notes

Reaction equation

HRID 987961 reaction equation
[NH2:1][C@@H:2]([CH2:27][C:28]1[C:37]2[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=2)[CH:31]=[CH:30][CH:29]=1)[C:3]([NH:5][CH2:6][CH2:7][CH2:8][C@H:9]([N:12]([S:17]([C:20]1[CH:25]=[CH:24][C:23]([NH2:26])=[CH:22][CH:21]=1)(=[O:19])=[O:18])[CH2:13][CH:14]([CH3:16])[CH3:15])[CH2:10][OH:11])=[O:4].Br[CH2:39][C:40]([O:42]C(C)(C)C)=[O:41].[OH-].[Li+]>>[NH2:26][C:23]1[CH:22]=[CH:21][C:20]([S:17]([N:12]([CH2:13][CH:14]([CH3:16])[CH3:15])[C@H:9]([CH2:10][OH:11])[CH2:8][CH2:7][CH2:6][NH:5][C:3]([C@@H:2]([NH:1][CH2:39][C:40]([OH:42])=[O:41])[CH2:27][C:28]2[C:37]3[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=3)[CH:31]=[CH:30][CH:29]=2)=[O:4])(=[O:19])=[O:18])=[CH:25][CH:24]=1

Participants

4

Reactant 3

HCID 3939Lithium HydroxideHCID 79177tert-Butyl bromoacetateHCID 513930HCID 513930, compound2×

Product 1

HCID 513949HCID 513949, compound

Procedure

The title compound was prepared from (2S,4S)-2-amino-N-{4-[(4-amino-benzenesulfonyl)-isobutyl-amino]-5-hydroxy-pentyl}-3-naphthalen-1-yl-propionamide (product of example 8) using tert-butyl bromoacetate. The final product was hydrolysed using lithium hydroxide to obtain the acid in 74% yield.

Workup

  1. customto obtain the acid in 74% yield

Sources & evidence

ORD record
ord-0ec5ef67952f49539efaf4d6f90b8ed0
Source dataset
uspto-grants-2003_10
Patent number
US06632816B1

Reaction notes

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