Benzylamine, N,N-bis(2-chloroethyl)-p-methyl- → HCID 86715677, compound

HRID 874584Notes

Reaction equation

HRID 874584 reaction equation
Cl.[NH2:2][C@@H:3]([CH2:8][NH:9][C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[C:4]([O:6][CH3:7])=[O:5].Cl[CH2:18][CH2:19][N:20]([CH2:29][CH2:30]Cl)[CH2:21][C:22]1[CH:27]=[CH:26][C:25]([CH3:28])=[CH:24][CH:23]=1.CC1C=CC(CN2CCN(C(C)C([O-])=O)CC2)=CC=1>>[C:13]([O:12][C:10]([NH:9][CH2:8][C@H:3]([N:2]1[CH2:30][CH2:29][N:20]([CH2:21][C:22]2[CH:23]=[CH:24][C:25]([CH3:28])=[CH:26][CH:27]=2)[CH2:19][CH2:18]1)[C:4]([O:6][CH3:7])=[O:5])=[O:11])([CH3:16])([CH3:15])[CH3:14]

Participants

4

Reactant 3

HCID 19185Benzylamine, N,N-bis(2-chloroethyl)-p-methyl-HCID 18334328methyl (2S)-2-amino-3-{[(tert-butoxy)carbonyl]amino}propanoate hydrochlorideHCID 86715678HCID 86715678, compound

Product 1

HCID 86715677HCID 86715677, compound

Procedure

In a manner analogous to example 17.4, using 5.1 g (20 mmol) of commercial methyl (S)-2-amino-3-tert-butoxycarbonylaminopropanoate hydrochloride and 4.9 g (20 mmol) of bis(2-chloroethyl)(4-methylbenzyl)amine, 4.1 g (53%) of methyl (S)-3-tert-butoxycarbonylamino-2-(4-(4-methylbenzyl)piperazin-1-ylpropanoate are obtained in the form of an oil.

Workup

  1. customare obtained in the form of an oil

Sources & evidence

ORD record
ord-d0960c66084a4db8ad18ad9995c41c2a
Source dataset
uspto-grants-2015_03
Patent number
US08980897B2

Reaction notes

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