6-Aminohexanoic Acid → Dicyclohexylcarbodiimide

HRID 2107938Notes

Reaction equation

[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7](O)=O.F[C:11](F)(F)C(OC(=O)C(F)(F)F)=O.F[C:24](F)(F)[C:25]([CH:27]1[CH2:32][C:31](=[O:33])[N:30]([OH:34])[C:28]1=[O:29])=O>>[CH:2]1([N:1]=[C:28]=[N:30][CH:31]2[CH2:11][CH2:24][CH2:25][CH2:27][CH2:32]2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.[OH:34][N:30]1[C:31](=[O:33])[CH2:32][CH2:27][C:28]1=[O:29]

Participants

Reactant 3

HCID 5646-Aminohexanoic Acid

HCID 9845Trifluoroacetic anhydride

HCID 19776314HCID 19776314, compound

Product 2

HCID 10868Dicyclohexylcarbodiimide

HCID 80170N-Hydroxysuccinimide

Procedure

ε-Aminocaproic acid is reacted with trifluoroacetic anhydride or trifluoroacetyl-N-hydroxysuccinimide and then dicyclohexylcarbodiimide and N-hydroxysuccinimide, giving ε-(trifluoracetamido) caproic acid N-hydroxysuccinimide ester (TFA-CA-NHS).

Sources & evidence

ORD record: ord-b564d068f1ce44c196e2803af1773f3c
Source dataset: uspto-grants-1990_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04937188

Reaction notes

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