Thiomorpholine → HCID 66940228, compound

HRID 1364182Notes

Reaction equation

HRID 1364182 reaction equation
[CH2:1]([O:8][C:9](=[O:17])[CH2:10][CH2:11][S:12][CH2:13][C:14]([OH:16])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.[NH:51]1[CH2:56][CH2:55][S:54][CH2:53][CH2:52]1>C(Cl)Cl>[CH2:1]([O:8][C:9](=[O:17])[CH2:10][CH2:11][S:12][CH2:13][C:14](=[O:16])[N:51]1[CH2:56][CH2:55][S:54][CH2:53][CH2:52]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 67164ThiomorpholineHCID 81531DiisopropylethylamineHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 66940025HCID 66940025, compound

Product 1

HCID 66940228HCID 66940228, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 3-Carboxymethylsulfanyl-propionic acid benzyl ester (763 mg, 3 mmol), HBTU (1.71 g, 4.5 mmol) and DIPEA (2.05 mL, 12 mmol) in DCM (10 mL) is added thiomorpholine (283 uL, 3 mmol). After stirring at rt during 2 h and evaporation of the solvent, the residue is dissolved with ethylacetate and washed with an aqueous 1N HCl solution and an aqueous saturated NaHCO3 solution. The organic phase is dried and evaporated to afford the title compound.

Workup

  1. customevaporation of the solvent
  2. dissolutionthe residue is dissolved with ethylacetate
  3. washwashed with an aqueous 1N HCl solution
  4. customThe organic phase is dried
  5. customevaporated

Sources & evidence

ORD record
ord-6486d36a62464727b150ec9065e207a1
Source dataset
uspto-grants-2011_02
Patent number
US07888351B2

Reaction notes

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