Diisopropylethylamine → HCID 68492663, compound

HRID 1822436Notes

Reaction equation

HRID 1822436 reaction equation
[C:1]([O:5][C:6]([NH:8][CH:9]([C:13]([CH3:16])([CH3:15])[CH3:14])[C:10]([OH:12])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:17][O:18][C:19](=[O:28])[CH:20]([NH2:27])[CH:21]1[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(C(C)C)CC)(C)C>CN(C=O)C.ClCCl>[CH3:17][O:18][C:19](=[O:28])[CH:20]([NH:27][C:10](=[O:12])[CH:9]([NH:8][C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7])[C:13]([CH3:16])([CH3:15])[CH3:14])[CH:21]1[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26]1

Participants

7

Reactant 4

HCID 81531DiisopropylethylamineHCID 50468592-{[(Tert-butoxy)carbonyl]amino}-3,3-dimethylbutanoic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 11959091Methyl 2-amino-2-cyclohexylacetate

Product 1

HCID 68492663HCID 68492663, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-tert.butoxycarbonylamino-3,3-dimethyl butyric acid (500 mg, 2.16 mmol), Amino-cyclohexyl-acetic acid methyl ester (444 mg, 2.59 mmol) and HATU (2 g, 5.40 mmol) in DMF (20 mL) was added diisopropylethylamine (1.88 mL, 10.8 mmol). The solution was stirred for 1 hrs at r.t. and diluted with dichloromethane (40 mL). This solution was washed with aqueous. NaHCO3 (sat.) and water (x2), dried and concentrated. The product was >95% pure. M+H+385.4.

Workup

  1. washThis solution was washed with aqueous
  2. dry with materialNaHCO3 (sat.) and water (x2), dried
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-efc7c4ab33004d678d21b514f8e27e8a
Source dataset
uspto-grants-2009_10
Patent number
US07608590B2

Reaction notes

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