1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → N-methacryloylglycylglycyl-thiazolidine-2-thione

HRID 926814

Reaction equation

HRID 926814 reaction equation
[C:1]([NH:6][CH2:7][C:8]([NH:10][CH2:11][C:12]([OH:14])=O)=[O:9])(=[O:5])[C:2]([CH3:4])=[CH2:3].[SH:15][C:16]1[S:17][CH2:18][CH2:19][N:20]=1.CCN=C=NCCCN(C)C>C(Cl)Cl.CN(C1C=CN=CC=1)C>[C:1]([NH:6][CH2:7][C:8]([NH:10][CH2:11][C:12]([N:20]1[CH2:19][CH2:18][S:17][C:16]1=[S:15])=[O:14])=[O:9])(=[O:5])[C:2]([CH3:4])=[CH2:3]

Participants

6

Reactant 3

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 10241886MethacryloylglycylglycineHCID 178527880HCID 178527880, compound

Product 1

HCID 58455605N-methacryloylglycylglycyl-thiazolidine-2-thione

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

The synthesis of MA-GG-TT was similar to the synthesis of MA-GFLG-TT in Example 1. N-methacryloylglycylglycine (MA-GG-OH) was coupled with 2-mercaptothiazoline in DCM mediated by EDCI in presence of catalytic amount of DMAP. After reaction, the product was purified by recrystallization from MeOH solution.

Workup

  1. customThe synthesis of MA-GG-TT
  2. customwas similar to the synthesis of MA-GFLG-TT in Example 1
  3. customAfter reaction
  4. customthe product was purified by recrystallization from MeOH solution

Sources & evidence

ORD record
ord-7570d324d8d74bb897fc76c6c33cdc28
Source dataset
uspto-grants-2016_03
Patent number
US09289510B2

Linked notes

Loading…