Dimethylformamide → HCID 10774100, compound

HRID 1081383Notes

Reaction equation

[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][NH2:12])=[CH:6][CH:5]=1)([O-:3])=[O:2].C(N(CC)CC)C.CN([CH:23]=[O:24])C>>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([CH2:10][CH2:11][N:12]=[C:23]=[O:24])=[CH:8][CH:9]=1)([O-:3])=[O:2]

Participants

Reactant 3

HCID 6228Dimethylformamide

HCID 8471Triethylamine

HCID 951534-Nitrophenethylamine

Product 1

HCID 10774100HCID 10774100, compound

Procedure

2-(4-Nitrophenyl)ethylamine (0.5 mmol) and p-nitrophenylchloroformate (0.5 mmol) were allowed to react in the presence of triethylamine (1 mmol) in 5 ml of DMF to provide 2-(4-nitrophenyl)ethyl isocyanate. Without isolation, the isocyanate was mixed with N-(2(S)-amino-4-methylpentyl)-N-(1-naphthylmethyl)-glycyl-methionine methyl ester dihydrochloride (0.4 mmol) and triethylamine (1 mmol) in 4 mL of DMF to provide the title compound. C34H45N5O6S.0.15 hexane

Sources & evidence

ORD record: ord-31ee67aae86e4fe0ac9edd4e3a79aa2e
Source dataset: uspto-grants-1996_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05585359

Reaction notes

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