Trifluoroacetic acid → HCID 66823233, compound

HRID 2060943Notes

Reaction equation

HRID 2060943 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-b0ab4828288f45fab36207a40ca93e18
Source dataset
uspto-grants-2012_10
Patent number
US08278464B2

Reaction notes

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