Trifluoroacetic acid → HCID 66823233, compound

HRID 660130Notes

Reaction equation

HRID 660130 reaction equation
C(OC([NH:8][C:9]1([CH3:15])[CH2:12][S:11](=[O:14])(=[O:13])[CH2:10]1)=O)(C)(C)C.[F:16][C:17]([F:22])([F:21])[C:18]([OH:20])=[O:19]>ClCCl>[F:16][C:17]([F:22])([F:21])[C:18]([OH:20])=[O:19].[O:13]=[S:11]1(=[O:14])[CH2:12][C:9]([CH3:15])([NH2:8])[CH2:10]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59393598HCID 59393598, compound

Product 1

HCID 66823233HCID 66823233, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of N-(tert-butyloxycarbonyl)-1,1-dioxo-3-methyl-3-thietanamine [prepared in analogy to Example P3, step 1 and Example P1, step 5] (1.7 g, 7.2 mmol) in dichloromethane (20 ml) at 0° C. is treated with trifluoroacetic acid (13 ml) and the reaction mixture stirred overnight at ambient temperature. The mixture is concentrated under reduced pressure, the solid residue suspended in diethyl ether, stirred, filtered and dried. The crude solid product (1.4 g, 78%) with a melting point of 208-210° C. is used in the next step without further purification.

Workup

  1. customat 0° C.
  2. concentrationThe mixture is concentrated under reduced pressure
  3. stirringstirred
  4. filtrationfiltered
  5. customdried
  6. customThe crude solid product (1.4 g, 78%) with a melting point of 208-210° C. is used in the next step without further purification

Sources & evidence

ORD record
ord-9b5a4928941a400090b6926a65bc52dc
Source dataset
uspto-grants-2011_12
Patent number
US08084474B2

Reaction notes

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