Water → 1-Amino-2-chloro-3-(p-nitrophenyl)sulfinylpropane trifluoroacetate

HRID 2166754Notes

Reaction equation

HRID 2166754 reaction equation
C([NH:8][CH2:9][CH:10]([Cl:23])[CH2:11][S:12]([C:14]1[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[CH:16][CH:15]=1)=[O:13])(OC(C)(C)C)=O.[F:24][C:25]([F:30])([F:29])[C:26]([OH:28])=[O:27].O.C(Cl)Cl>C1(OC)C=CC=CC=1>[F:24][C:25]([F:30])([F:29])[C:26]([OH:28])=[O:27].[NH2:8][CH2:9][CH:10]([Cl:23])[CH2:11][S:12]([C:14]1[CH:15]=[CH:16][C:17]([N+:20]([O-:22])=[O:21])=[CH:18][CH:19]=1)=[O:13]

Participants

6

Reactant 4

HCID 962WaterHCID 6344DichloromethaneHCID 6422Trifluoroacetic acid2×HCID 53988848N-BOC 1-amino-2-chloro-3-(p-nitrophenyl)sulfinylpropane

Product 1

HCID 201301821-Amino-2-chloro-3-(p-nitrophenyl)sulfinylpropane trifluoroacetate

Reagents, catalysts & solvents 1

HCID 7519AnisoleSolvent2×

Procedure

The product from Step C, 78 mg, is dissolved in 0.4 ml of anisole and treated at 0° C. for 10 minutes with 2.0 ml of trifluoroacetic acid (TFA). The TFA and anisole are pumped off at 20° C., and water and CH2Cl2 are added to the residue. The water layer is separated and evaporated, affording 66 mg of pure product.

Workup

  1. customare pumped off at 20° C.
  2. customThe water layer is separated
  3. customevaporated

Sources & evidence

ORD record
ord-5a299cfbd8fe429da506561275db66a1
Source dataset
uspto-grants-1983_06
Patent number
US04388475

Reaction notes

Loading…