4-Methylmorpholine → HCID 11602839, compound

HRID 1158497Notes

Reaction equation

HRID 1158497 reaction equation
[C:1]([NH:11][C@H:12]([C:16]([OH:18])=O)[CH:13]([CH3:15])[CH3:14])([O:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:2].CCN=C=NCCCN(C)C.C1C=CC2N(O)N=NC=2C=1.CN1CCOCC1.[CH2:47]([NH:54][NH2:55])[C:48]1[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=1.CCN(CC)CC>>[CH2:4]([O:3][C:1](=[O:2])[NH:11][C@H:12]([C:16]([NH:55][NH:54][CH2:47][C:48]1[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=1)=[O:18])[CH:13]([CH3:14])[CH3:15])[C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1

Participants

7

Reactant 6

HCID 79724-MethylmorpholineHCID 8471TriethylamineHCID 11157(Phenylmethyl)hydrazineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 726987N-Carbobenzoxy-L-valine

Product 1

HCID 11602839HCID 11602839, compoundYield 66%

Procedure

The general procedure for the preparation of hydrazides described above was followed using Cbz-(L)-valine (0.540 g, 2.15 mmol), EDAC (0.450 g, 2.35 mmol), HOBT (0.320 g, 2.37 mmol), NMM (0.260 mL, 2.36 mmol), benzylhydrazine×2HCl (0.500 g, 2.56 mmol) and Et3N (0.710 mL, 5.09 mmol) which gave the title compound (0.502 g, 66%) as a white solid.

Sources & evidence

ORD record
ord-07aa4bb555a04839afecdd7c4f7dcfd7
Source dataset
uspto-grants-2010_10
Patent number
US07807677B2

Reaction notes

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