Carbamate → HCID 178419078, compound

HRID 1197932Notes

Reaction equation

HRID 1197932 reaction equation
[C:1](=[O:4])([O-:3])N.CNCCCCCC[N:13]1[C:17]2[CH:18]=[CH:19]C=C[C:16]=2[NH:15][C:14]1=O.FC(F)(F)C(O)=O.[NH2:30][C@@H](CC1CCCCC1)[C@@H](O)CN(C)CCCCCCN1C2C=CC=CC=2NC1=O>C(Cl)Cl>[NH2:30][C@H:19]([C:1]([OH:3])=[O:4])[CH2:18][C:17]1[N:13]=[CH:14][NH:15][CH:16]=1

Participants

6

Reactant 4

HCID 276CarbamateHCID 6422Trifluoroacetic acidHCID 19104740HCID 19104740, compoundHCID 22849816HCID 22849816, compound

Product 1

HCID 178419078HCID 178419078, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

This compound was prepared, likewise in analogy to Examples 1 and 2, by reacting t-butyl [(1S,2R:S=9:1)-1-(cyclohexylmethyl)-2,3-epoxypropyl]carbamate with 1-[6-(methylamino)hexyl]-2-benzimidazolinone, cleaving off the Boc protecting group with 90% trifluoroacetic acid in methylene chloride and reacting the 1-[6-[[(2S,3S)-3-amino-2-hydroxy-4-cyclohexylbutyl]methylamino]hexyl]-2benzimidazolinone obtained with 1-(t-butoxycarbonyl)-N-(R)-α-(3,3-dimethyl-2-oxobutyl)hydrocinnamoyl]-L-histidine.

Workup

  1. customThis compound was prepared, likewise in analogy to Examples 1 and 2

Sources & evidence

ORD record
ord-8c5f394b48804508aef17c0e5afe1b7a
Source dataset
uspto-grants-1994_01
Patent number
US05278148

Reaction notes

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