Dichloromethane → HCID 9839612, compound

HRID 1058996Notes

Reaction equation

HRID 1058996 reaction equation
[C:1]([NH:4][CH2:5][C@H:6]1[C@H:10]([C:11]([O:13][CH3:14])=[O:12])[CH2:9][C@H:8]([C:15]([OH:17])=[O:16])[C@H:7]1[CH2:18][NH:19]C(OC(C)(C)C)=O)(=[O:3])[CH3:2].FC(F)(F)C(O)=O.[Cl:34]CCl>>[ClH:34].[NH2:19][CH2:18][C@H:7]1[C@@H:6]([CH2:5][NH:4][C:1](=[O:3])[CH3:2])[C@H:10]([C:11]([O:13][CH3:14])=[O:12])[CH2:9][C@@H:8]1[C:15]([OH:17])=[O:16]

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 9907496HCID 9907496, compound

Product 1

HCID 9839612HCID 9839612, compoundYield 75%

Procedure

A solution of (±)-(1S,2S,3R,4R)-3-Acetamidomethyl-2-(N-t-butoxycarbonylamino)methyl-4-methoxycarbonylcyclopentane-1-carboxylic acid (62 mg, 0.16 mmol) in of dichloromethane (4 mL) was reacted with trifluoroacetic acid (1.0 mL) for 1 hour, at room temperature. The solution was concentrated in vacuo, at 25° C. The residue was treated with 1 N HCl and concentrated in vacuo to provide the title compound as a white solid (yield: 39 mg, 75%).

Workup

  1. concentrationThe solution was concentrated in vacuo, at 25° C
  2. additionThe residue was treated with 1 N HCl
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-d270fb4601da479ba6bf2cf89316ef32
Source dataset
uspto-grants-2003_02
Patent number
US06518305B1

Reaction notes

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