Boc-L-Valine → HCID 131733567, compound

HRID 1748845Notes

Reaction equation

HRID 1748845 reaction equation
[NH:1]([C:28]([O:30][CH2:31][CH:32]1[C:44]2[C:39](=[CH:40][CH:41]=[CH:42][CH:43]=2)[C:38]2[C:33]1=[CH:34][CH:35]=[CH:36][CH:37]=2)=[O:29])[C@H:2]([C:25]([OH:27])=[O:26])[CH2:3][CH2:4][CH2:5][CH2:6][NH:7][C:8]([O:10][CH2:11][CH:12]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[C:18]2[C:13]1=[CH:14][CH:15]=[CH:16][CH:17]=2)=[O:9].[NH:45]([C:53]([O:55][C:56]([CH3:59])([CH3:58])[CH3:57])=[O:54])[C@H:46]([C:50]([OH:52])=[O:51])[CH:47]([CH3:49])[CH3:48]>CN(C=O)C>[NH:1]([C:28]([O:30][CH2:31][CH:32]1[C:44]2[C:39](=[CH:40][CH:41]=[CH:42][CH:43]=2)[C:38]2[C:33]1=[CH:34][CH:35]=[CH:36][CH:37]=2)=[O:29])[C@H:2]([C:25]([OH:27])=[O:26])[CH2:3][CH2:4][CH2:5][CH2:6][NH:7][C:8]([O:10][CH2:11][CH:12]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[C:18]2[C:13]1=[CH:14][CH:15]=[CH:16][CH:17]=2)=[O:9].[NH:45]([C:53]([O:55][C:56]([CH3:58])([CH3:57])[CH3:59])=[O:54])[C@H:46]([C:50]([OH:52])=[O:51])[CH:47]([CH3:49])[CH3:48]

Participants

4

Reactant 2

HCID 83693Boc-L-ValineHCID 13783708N~2~,N~6~-Bis{[(9H-fluoren-9-yl)methoxy]carbonyl}-L-lysine

Product 1

HCID 131733567HCID 131733567, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Dry Versabeads A-1900 (315-500 μm, 0.2 mmol NH2/g) (1.20 g) were dissolved in dry DMF (10 mL) and coupled with FmocLys(Fmoc)OH (0.24 mmol, 1 eq) and Boc-ValOH (0.48 mmol, 2 eq) using the general SPPS coupling procedure.

Workup

  1. customDry

Sources & evidence

ORD record
ord-dc7416805feb49c49a6c33eb89491d51
Source dataset
uspto-grants-2015_10
Patent number
US09150899B2

Reaction notes

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