Triethylamine → HCID 58110970, compound

HRID 2179794Notes

Reaction equation

HRID 2179794 reaction equation
C(OC([NH:8][C@@H:9]1[CH2:12][C@H:11]([C:13]([NH:15][C@@H:16]([CH2:21][CH:22]([CH3:24])[CH3:23])[C:17]([O:19][CH3:20])=[O:18])=[O:14])[C:10]1([CH3:26])[CH3:25])=O)(C)(C)C.CCN(CC)CC>C(O)(C(F)(F)F)=O.C(Cl)Cl>[NH2:8][C@@H:9]1[CH2:12][C@H:11]([C:13]([NH:15][C@@H:16]([CH2:21][CH:22]([CH3:23])[CH3:24])[C:17]([O:19][CH3:20])=[O:18])=[O:14])[C:10]1([CH3:25])[CH3:26]

Participants

4

Reactant 2

HCID 8471TriethylamineHCID 66858268HCID 66858268, compound

Product 1

HCID 58110970HCID 58110970, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 21863450Trifluoroacetic acid methylene chlorideSolvent

Procedure

A stirred solution of (S)-methyl 2-((1S,3R)-3-(tert-butoxycarbonylamino)-2,2-dimethylcyclobutanecarboxamido)-4-methylpentanoate (step 1, 0.200 g, 0.54 mmol) in TFA:DCM (1:4) (4 ml) at 0° C.-room temperature for about 1 hour. After completion of the reaction, the solvent was evaporated and the crude was dissolved in DCM and basified with Et3N (0.5 ml, 3.24 mmol) then the resulting solution as such used for next reaction immediately. Wt: 0.145 g (Based on 100% yield calculated and proceeded for next reaction).

Workup

  1. customAfter completion of the reaction
  2. customthe solvent was evaporated
  3. dissolutionthe crude was dissolved in DCM
  4. customthe resulting solution as such used for next reaction immediately
  5. customWt: 0.145 g (Based on 100% yield calculated and proceeded for next reaction)

Sources & evidence

ORD record
ord-611ea7d5778e4f558288d6433a96d3d2
Source dataset
uspto-grants-2015_06
Patent number
US09067966B2

Reaction notes

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