Dichloromethane → HCID 9839086, compound

HRID 1058994Notes

Reaction equation

HRID 1058994 reaction equation
C(OC([NH:8][C@H:9]1[C@@H:13]([CH2:14][NH:15][C:16](=[O:18])[CH3:17])[C@H:12]([C:19]([O:21][CH3:22])=[O:20])[CH2:11][C@@H:10]1[C:23]([OH:25])=[O:24])=O)(C)(C)C.FC(F)(F)C(O)=O.[Cl:33]CCl>>[ClH:33].[NH2:8][C@H:9]1[C@@H:13]([CH2:14][NH:15][C:16](=[O:18])[CH3:17])[C@H:12]([C:19]([O:21][CH3:22])=[O:20])[CH2:11][C@@H:10]1[C:23]([OH:25])=[O:24]

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 9928730HCID 9928730, compound

Product 1

HCID 9839086HCID 9839086, compound

Procedure

A solution of (±)-(1S,2S,3R,4R)-2-(t-butyloxycarbonylamino)-3-(acetamidomethyl)-4-(methoxycarbonyl)-cyclopentane-1-carboxylic acid (66 mg, 0.18 mmole) in 3 mL of dichloromethane was reacted with trifluoroacetic acid (1.0 mL) for 1 hr, at room temperature. The solution was concentrated in vacuo at 25° C. The crude product was treated with 1 N HCl and concentrated in vacuo to provide the title compound as a white solid.

Workup

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

Sources & evidence

ORD record
ord-0fd7a72872f543afbc507782f7e65949
Source dataset
uspto-grants-2003_02
Patent number
US06518305B1

Reaction notes

Loading…