Trifluoroacetic acid → HCID 70223677, compound

HRID 1081544Notes

Reaction equation

HRID 1081544 reaction equation
[Cl:1][CH2:2][CH2:3][N:4]([CH:8]([C:29]([O:31]C(C)(C)C)=[O:30])[CH:9]([CH3:28])[C@@H:10]([C:21]([O:23]C(C)(C)C)=[O:22])[NH:11][C:12](=[O:20])[NH:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH2:5][CH2:6][Cl:7].FC(F)(F)C(O)=O>ClCCl>[Cl:1][CH2:2][CH2:3][N:4]([CH:8]([C:29]([OH:31])=[O:30])[CH:9]([CH3:28])[C@@H:10]([C:21]([OH:23])=[O:22])[NH:11][C:12](=[O:20])[NH:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH2:5][CH2:6][Cl:7]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 70225402HCID 70225402, compound

Product 1

HCID 70223677HCID 70223677, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of di-t-butyl 4-[N,N-bis(2-chloroethyl)amino]-3-methylphenylcarbamoyl-L-glutamate (0.6 g) in dichloromethane (6 ml) was cooled to 0° C., trifluoroacetic acid (15 ml) was added. This solution was then left at 0° C. for 3 days. The solution was then evaporated to dryness to yield (4-[N,N-bis(2-chloroethyl)amino]-3-methylphenylcarbamoyl-L-glutamic acid as an oil. Yield 0.49 g. NMR: 8.46(s)1H); 7.15(m)3H; 6.4(d)1H; 4.18(m)1H; 3.55(m)4H; 3.35(m)4H; 2.3(m)2H; 2.23(s)3H, 2.0(m)2H.

Workup

  1. customThe solution was then evaporated to dryness

Sources & evidence

ORD record
ord-41e35910cf174898867b8b82f278a338
Source dataset
uspto-grants-1996_12
Patent number
US05587161

Reaction notes

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